Cosmetic composition containing a polyorganosiloxane polymer

ABSTRACT

The invention relates to a physiologically acceptable composition, especially a cosmetic composition, comprising at least one polyorganosiloxane containing polymer comprising at least one moiety which comprises: at least one polyorganosiloxane group consisting of 1 to about 1000 organosiloxane units in the chain of the moiety or in the form of graft, and at least two groups capable of establishing hydrogen interactions.

CROSS-REFERENCE TO RELATED APPLICATIONS

[0001] The present application is a continuation-in-part of U.S. Ser.No. 10/170,566, filed Jun. 14, 2002, and is also a continuation-in-partof U.S. Ser. No. 10/170,655, filed Jun. 14, 2002, and is also acontinuation-in-part of U.S. Ser. No. 10/170,549, filed Jun. 14, 2002,and is also a continuation-in-part of U.S. Ser. No. 10/320,601, filedDec. 17, 2002, and is also a continuation-in-part of U.S. Ser. No.10/320,600, filed Dec. 17, 2002, and is also a continuation-in-part ofU.S. Ser. No. 10/320,599, filed Dec. 17, 2002, and is also acontinuation-in-part of U.S. Ser. No. 10/166,762, filed Jun. 12, 2002,and is also a continuation-in-part of U.S. Ser. No. 10/166,650, filedJun. 12, 2002, and is also a continuation-in-part of U.S. Ser. No.10/166,760, filed Jun. 12, 2002, and is also a continuation-in-part ofU.S. Ser. No. 10/166,755, filed Jun. 12, 2002, and is also acontinuation-in-part of U.S. Ser. No. 10/166,648, filed Jun. 12, 2002,and is also a continuation-in-part of U.S. Ser. No. 10/323,649 filedDec. 20, 2002, and is also a continuation-in part of PCT/EP03/06463filed Jun. 2, 2003, and is also a continuation-in part of U.S. Ser. No.10/617,048 filed Jul. 11, 2003, and is also a continuation-in part ofU.S. Ser. No. 10/622,689 filed Jul. 21, 2003, and also claims thebenefit of U.S. provisional application serial No. 60/438,770, filedJan. 9, 2003, and also claims the benefit of U.S. provisionalapplication serial No. 60/438,782, filed Jan. 9, 2003, the entiredisclosures of all of which are hereby incorporated by reference.

FIELD OF THE INVENTION

[0002] The present invention relates to compositions, for example, atransfer resistant cosmetic composition, which may also be pliableand/or comfortable to wear upon application to a keratinous substrate,comprising at least one polyorganosiloxane containing polymer comprisingat least one moiety comprising: at least one polyorganosiloxane groupcomprising organosiloxane units in the chain of the moiety or in theform of a graft, and at least two groups capable of establishinghydrogen interactions.

DISCUSSION OF THE BACKGROUND

[0003] Many cosmetic compositions, including pigmented cosmetics such asfoundations, concealers, lipsticks, mascaras, and other cosmetic andsunscreen compositions have been developed for longer wear and transferresistance properties. This is accomplished by the use of compositionsthat form a film after application. Such compositions generally containvolatile solvents, which evaporate on contact with the skin or otherkeratinous tissue, leaving behind a layer comprising waxes and/orresins, pigments, fillers, and actives. However, these compositions tendto be uncomfortable for the wearer as the composition remains on theskin or other keratinous tissue as a brittle or non-flexible film. Suchcompositions may not be pliable or soft, and they may not be comfortableto wear. There may also be a tendency for such compositions to flake offbecause of poor adherence to the skin or other keratinous tissue.Furthermore, such compositions have a tendency to be tacky, resulting inpoor application, spreadability and wear characteristics.

[0004] Document EP-A-1 068 856 describes wax-free solid cosmeticcompositions, comprising a liquid fatty phase structured with a polymer,in which the fatty phase is primarily a non-silicone oil.

[0005] Presently, the use of fatty phases based on silicone oils makesit possible to obtain cosmetic compositions with long staying power whenthe oils are non-volatile or relatively non-volatile, namely goodstaying power over time of the color (no color change and no fading),and transfer-resistant compositions when the silicone oils are volatile,namely compositions that do not deposit onto a support such as a glass,a cup, a fabric or a cigarette, when placed in contact with the film ofmakeup.

[0006] In U.S. Pat. No. 5,874,069, U.S. Pat. No. 5,919,441, U.S. Pat.No. 6,051,216, WO-A-02/17870 and WO-A-02/17871, cosmetic compositions,such as deodorant gels or sticks, are prepared. These compositionscomprise a silicone oily phase gelled with a wax based on polysiloxaneand polyamide, or with a polymer comprising siloxane groups and groupscapable of hydrogen interactions.

[0007] When these cosmetic compositions are used as deodorants, theproblems of migration of the oily phase into wrinkles and fine lines,and the problems of the staying power and transfer resistance of thecomposition are not significant.

[0008] However, there remains a need for improved long-wearing cosmeticcompositions which transfer little or not at all, i.e., “transfer-free”or transfer resistant compositions which also possess good cosmeticproperties such as pliability and comfort. For example, a compositionthat is transfer resistant may deposit a film onto a keratinoussubstance that may not transfer when the keratinous substance comes intocontact with, for example, skin, clothes, a cup, paper, cigarette, or ahandkerchief.

[0009] Accordingly, one aspect of the present invention is a care and/ormakeup and/or treatment composition for keratinous material such as theskin and/or the lips, which is able to address or overcome at least oneof the aforementioned problems with the prior art compositions.

SUMMARY OF THE INVENTION

[0010] The present invention relates to compositions, preferablycosmetic compositions, comprising at least one polyorganosiloxanecontaining polymer chosen from homopolymers and copolymers as well as tomethods for treating, caring for and/or making up keratinous material byapplying such compositions to the keratinous material.

[0011] The present invention also relates to cosmetic compositionscomprising at least one polyorganosiloxane containing polymer,preferably a polysilicone-polyamide copolymer, and at least one volatileoil, preferably a silicone volatile oil, a hydrocarbon volatile oil, ora mixture thereof.

[0012] The present invention also relates to cosmetic compositionscomprising at least one polyorganosiloxane containing polymer,preferably a polysilicone-polyamide copolymer, and at least one filmforming agent.

[0013] The present invention also relates to cosmetic compositionscomprising at least one polyorganosiloxane containing polymer,preferably a polysilicone-polyamide copolymer, at least one siliconefilm forming agent, and at least one volatile oil, preferably a siliconevolatile oil, a hydrocarbon volatile oil, or a mixture thereof.

[0014] The present invention also relates to colored cosmeticcompositions comprising at least one polyorganosiloxane containingpolymer, preferably a silicone-polyamide copolymer. Preferably, suchcolored cosmetic compositions are anhydrous lip compositions (forexample, lipstick or liquid lip colors) or foundations.

[0015] The present invention further relates to colored cosmeticcompositions comprising at least one polyorganosiloxane containingpolymer, preferably a silicone-polyamide copolymer, and water.Preferably, such water-containing colored cosmetic compositions are lipcompositions (for example, lipstick or liquid lip colors), foundationsor mascaras, and are emulsions or dispersions.

[0016] The present invention also relates to methods of treating, caringfor and/or making up keratinous material (for example, skin) by applyingcompositions of the present invention to the keratinous material in anamount sufficient to treat, care for and/or make up the keratinousmaterial.

[0017] The present invention further relates to covering or hiding skindefects associated with keratinous material (for example, skin) byapplying compositions of the present invention to the keratinousmaterial in an amount sufficient to cover or hide such skin defects.

[0018] The present invention also relates to methods of enhancing theappearance of keratinous material (for example, skin) by applyingcompositions of the present invention to the keratinous material in anamount sufficient to enhance the appearance of the keratinous material.

[0019] The present invention further relates to compositions havingimproved cosmetic properties such as, for example, improved long wear,transfer resistance and/or waterproof properties. The compositions mayalso possess improved flexibility, wearability, drying time and/orretention as well as reduced tackiness and/or migration over time.

[0020] It is to be understood that both the foregoing generaldescription and the following detailed description are exemplary andexplanatory only, and are not restrictive of the invention.

DETAILED DESCRIPTION OF THE INVENTION

[0021] As used herein, the expression “at least one” means one or moreand thus includes individual components as well asmixtures/combinations.

[0022] “Film former” or “film forming agent” as used herein means apolymer that, after dissolution in at least one solvent (such as, forexample, water and organic solvents), leaves a film on the substrate towhich it is applied, for example, once the at least one solventevaporates, absorbs and/or dissipates on the substrate.

[0023] “Transfer resistance” as used herein refers to the qualityexhibited by compositions that are not readily removed by contact withanother material, such as, for example, a glass, an item of clothing orthe skin, for example, when eating or drinking. Transfer resistance maybe evaluated by any method known in the art for evaluating such. Forexample, transfer resistance of a composition may be evaluated by a“kiss” test. The “kiss” test may involve application of the compositionto human lips followed by “kissing” a material, for example, a sheet ofpaper, after expiration of a certain amount of time followingapplication, such as 2 minutes after application. Similarly, transferresistance of a composition may be evaluated by the amount of producttransferred from a wearer to any other substrate, such as transfer fromthe neck of an individual to a collar after the expiration of a certainamount of time following application. The amount of compositiontransferred to the substrate (e.g., collar, or paper) may then beevaluated and compared. For example, a composition may be transferresistant if a majority of the product is left on the wearer, e.g.,lips, neck, etc. Further, the amount transferred may be compared withthat transferred by other compositions, such as commercially availablecompositions. In a preferred embodiment of the present invention, littleor no composition is transferred to the substrate.

[0024] “Long wear” compositions as used herein, refers to compositionswhere at least one property chosen from consistency, texture, and colorremains the same as at the time of application, as viewed by the nakedeye, after an extended period of time, such as, for example, 1 hour, 2hours, and further such as 8 hours. Long wear properties may beevaluated by any method known in the art for evaluating such properties.For example, long wear may be evaluated by a test involving theapplication of a composition to human skin (including lips) andevaluating the consistency, texture and color of the composition afteran extended period of time. For example, the consistency, texture andcolor of a lip composition may be evaluated immediately followingapplication and these characteristics may then be re-evaluated andcompared after an individual has worn the lip composition for a certainamount of time. Further, these characteristics may be evaluated withrespect to other compositions, such as commercially availablecompositions.

[0025] “Waterproof” as used herein refers to the ability to repel waterand permanence with respect to water. Waterproof properties may beevaluated by any method known in the art for evaluating such properties.For example, a mascara composition may be applied to false eyelashes,which may then be placed in water for a certain amount of time, such as,for example, 20 minutes. Upon expiration of the pre-ascertained amountof time, the false eyelashes may be removed from the water and passedover a material, such as, for example, a sheet of paper. The extent ofresidue left on the material may then be evaluated and compared withother compositions, such as, for example, commercially availablecompositions. Similarly, for example, a composition may be applied toskin, and the skin may be submerged in water for a certain amount oftime. The amount of composition remaining on the skin after thepre-ascertained amount of time may then be evaluated and compared. Forexample, a composition may be waterproof if a majority of the product isleft on the wearer, e.g., eyelashes, skin, etc. In a preferredembodiment of the present invention, little or no composition istransferred from the wearer.

[0026] The cosmetic compositions and methods of the present inventioncan comprise, consist of, or consist essentially of the essentialelements and limitations of the invention described herein, as well asany additional or optional ingredients, components, or limitationsdescribed herein or otherwise useful in personal care compositionsintended for topical application to the skin.

[0027] In accordance with certain aspects of the present invention, thephrase “liquid fatty phase” is understood to mean a fatty phase, whichis liquid at room temperature (25° C.) and atmospheric pressure (760mmHg), and which comprises one or more fatty substances that are liquidat room temperature, also known as oils, which are compatible with oneanother.

[0028] In accordance with certain aspects of the present invention, thephrase “structured liquid fatty phase” is understood to mean that thisstructured phase does not run between the fingers and is at leastthickened.

[0029] Where the liquid fatty phase is structured, it makes it possibleto limit exudation of the fatty phase from solid compositions, andfurthermore, to limit, after deposition on the skin or the lips, itsmigration into the wrinkles and fine lines, which is desired forcompositions such as a lipstick or an eyeshadow. Significant migrationof the liquid fatty phase, laden with coloring materials, leads to anunaesthetic effect around the lips or the eyes, which can accentuate thewrinkles and fine lines. This migration is often mentioned by women asbeing a major defect of conventional lipsticks and eyeshadows. The term“migration” is understood to mean running of the composition depositedon the lips or skin beyond its initial outline.

[0030] “Gloss” is essentially related to the nature of the liquid fattyphase. Thus, it is possible to reduce the level of waxes and fillers inthe composition in order to increase the gloss of a lipstick, but thenthe migration of the liquid fatty phase increases. In other words, thelevels of waxes and/or of fillers necessary for preparation of a stickof suitable hardness have been a restricting factor on the gloss of thedeposit.

[0031] “Tackiness” as used herein refers to measuring the maximumtensile force, F_(max), required while separating two surfaces.Depending on the application envisaged and the formulation beingdesigned, the desirable value for F_(max) may vary. In some embodiments,the substantially non-tacky compositions have a F_(max) of less thanabout 4 Newton (N), less than about 1 N, less than about 0.5 N, lessthan about 0.3 N, less than about 0.2 N or less than 0.1 N. One ofordinary skill in the art can determine the F_(max) of the compositionby, for example, determining the maximum force of traction, measuredwith an extensiometer of the LLOYD model LR5K type, needed to detach twosurfaces.

[0032] For example, two 38 mm² surfaces, A and B, which are solid,rigid, inert, and non-absorbing, are mounted on movable mounts, facingeach other. The surfaces may be movable either toward or away from eachother, or one may move surface A independently from surface B or viceversa. Prior to insertion into the extensiometer, surface A is coatedwith the composition to be measured, which may be dissolved in a solventsuch as aqueous, hydroalcoholic, hydrocarbon, silicone, and alcoholicsolvents in a concentration of from about 10 to about 30%, preferably20%, the surface A is coated in a thickness of from 1 to 10 ml,preferably 1 ml, and the surface is dried for 24 hours at roomtemperature, e.g., 22 to 25° C., at a relative humidity of about 50%.Once inserted in the extensiometer, surface A is subjected for 20seconds to a compression force of 3 N against surface B and thensubjected for 30 seconds to tensile force at a rate of 20 mm/minute. Theamount of force, F_(max), needed to obtain initial separation is thennoted. A mean F_(max) is determined by carrying out the procedure withmultiple pairs, preferably at least six pairs, of surface A and surfaceB.

[0033] The composition of the present invention may be in any form. Forexample, it may be a paste, a solid, a gel, or a cream. It may be anemulsion, such as an oil-in-water or water-in-oil emulsion, a multipleemulsion, such as an oil-in-water-in-oil emulsion or awater-in-oil-in-water emulsion, or a solid, rigid or supple gel,including anhydrous gels. The composition can also be in a form chosenfrom a translucent anhydrous gel and a transparent anhydrous gel. Thecomposition of the invention may, for example, comprise an external orcontinuous fatty phase. The composition may be anhydrous. In anotherembodiment, the composition of the invention may be transparent orclear, including for example, a composition without pigments. Thecomposition can also be a molded composition or cast as a stick or adish. The composition in one embodiment is a solid such as a moldedstick or a poured stick. The compositions of the present invention mayalso be in the form a lip composition such as a lipstick or a liquid lipcolor, a foundation or a mascara, which exhibit excellent and improvedproperties of transfer-resistance, flexibility, pliability, adherenceand lack of tackiness.

[0034] Where the composition of the invention is not-liquid, thestructuring of the liquid fatty phase can be controlled by the type ofpolyorganosiloxane-containing polymer (or structuring polymer) used andis such that a rigid structure in the form of a stick, of goodmechanical resistance, can be obtained. These rigid compositions, whencolored, allow for a supple, light, non-transfer, non-migrating and/orlong-wearing applications on a keratinous surface. Such compositions maycontain one or more structuring polymers.

[0035] As defined herein, stability is tested by placing the compositionin a controlled environment chamber for 8 weeks at 25° C. In this test,the physical condition of the sample is inspected as it is placed in thechamber. The sample is then inspected again at 24 hours, 3 days, 1 week,2 weeks, 4 weeks and 8 weeks. At each inspection, the sample is examinedfor abnormalities in the composition such as phase separation if thecomposition is in the form of an emulsion, bending or leaning if thecomposition is in stick form, melting, or syneresis (or sweating). Thestability is further tested by repeating the 8-week test at 40° C., 37°C., 45° C., 50° C. and under freeze-thaw conditions. A composition isconsidered to lack stability if in any of these tests an abnormalitythat impedes functioning of the composition is observed. The skilledartisan will readily recognize an abnormality that impedes functioningof a composition based on the intended application.

[0036] Polyorganosiloxane Containing Polymer

[0037] According to the present invention, compositions comprising atleast one polyorganosiloxane containing polymer chosen from homopolymersand copolymers, preferably, with a weight-average molecular mass rangingfrom about 500 to about 2.5×10⁶ or more, comprising at least one moietycomprising: at least one polyorganosiloxane group comprising,preferably, from 1 to about 10,000 organosiloxane units in the chain ofthe moiety or in the form of a graft, and at least two groups capable ofestablishing hydrogen interactions are provided.

[0038] According to preferred embodiments of the present invention, thepolyorganosiloxane-containing polymers used in the composition of theinvention may belong to the following two families:

[0039] a) polyorganosiloxanes comprising at least two groups capable ofestablishing hydrogen interactions, these two groups being located inthe polymer chain; and/or

[0040] b) polyorganosiloxanes comprising at least two groups capable ofestablishing hydrogen interactions, these two groups being located ongrafts or branches.

[0041] The polyorganosiloxane containing polymers of the presentinvention can be liquid or solid at room temperature. Preferably, thepolymers are solid. When the polymers are solid, it is preferable thatthey can be dissolved before or during use in a solvent with hydrogeninteraction capable of breaking the hydrogen interactions of thepolymers, for instance C₂ to C₈ lower alcohols and especially ethanol,n-propanol or isopropanol. It is also possible to use these hydrogeninteraction “breaking” solvents as co-solvents in the compositions ofthe present invention. These solvents may then be stored in thecomposition or may be removed by selective evaporation, which is wellknown to those skilled in the art.

[0042] The polymers comprising two groups capable of establishinghydrogen interactions in the polymer chain may be polymers comprising atleast one moiety corresponding to the formula:

[0043] in which:

[0044] 1) R¹, R², R³ and R⁴, which may be identical or different,represent a group chosen from:

[0045] linear, branched or cyclic, saturated or unsaturated, C₁ to C₄₀hydrocarbon-based groups, possibly containing in their chain one or moreoxygen, sulphur and/or nitrogen atoms, and possibly being partially ortotally substituted with fluorine atoms,

[0046] C₆ to C₁₀ aryl groups, optionally substituted with one or more C₁to C₄ alkyl groups,

[0047] polyorganosiloxane chains possibly containing one or more oxygen,sulphur and/or nitrogen atoms;

[0048] 2) the groups X, which may be identical or different, represent alinear or branched C₁ to C₃₀ alkylenediyl group, possibly containing inits chain one or more oxygen and/or nitrogen atoms;

[0049] 3) Y is a saturated or unsaturated, C₁ to C₅₀ linear or brancheddivalent alkylene, arylene, cycloalkylene, alkylarylene or arylalkylenegroup, possibly comprising one or more oxygen, sulphur and/or nitrogenatoms, and/or bearing as substituent one of the following atoms orgroups of atoms: fluorine, hydroxyl, C₃ to C₈ cycloalkyl, C₁ to C₄₀alkyl, C₅ to C₁₀ aryl, phenyl optionally substituted with 1 to 3 C₁ toC₃ alkyl groups, C₁ to C₃ hydroxyalkyl and C₁ to C₆ aminoalkyl, or

[0050] 4) Y represents a group corresponding to the formula:

[0051] in which

[0052] T represents a linear or branched, saturated or unsaturated, C₃to C₂₄ trivalent or tetravalent hydrocarbon-based group optionallysubstituted with a polyorganosiloxane chain, and possibly containing oneor more atoms chosen from O, N and S, or T represents a trivalent atomchosen from N, P and Al, and

[0053] R⁵ represents a linear or branched C₁ to C₅₀ alkyl group or apolyorganosiloxane chain, possibly comprising one or more ester, amide,urethane, thiocarbamate, urea, thiourea and/or sulphonamide groups,which may be linked to another chain of the polymer;

[0054] 5) the groups G, which may be identical or different, representdivalent groups chosen from:

[0055] in which R⁶ represents a hydrogen atom or a linear or branched C₁to C₂₀ alkyl group, on condition that at least 50% of the groups R⁶ ofthe polymer represents a hydrogen atom and that at least two of thegroups G of the polymer are a group other than:

[0056] 6) n is an integer of at least 1, for example ranging from 2 to500 and preferably from 2 to 200, and m is an integer of at least one,ranging from 1 to 35,000, for example, from 1 to 10,000 and 1 to 2,500,from 1 to 700 and from 6 to 200, including all values and subrangesthere between.

[0057] According to the invention, 80% of the groups R¹, R², R³ and R⁴of the polymer are preferably chosen from methyl, ethyl, phenyl and3,3,3-trifluoropropyl groups.

[0058] According to the invention, Y can represent various divalentgroups, furthermore optionally comprising one or two free valencies toestablish bonds with other moieties of the polymer or copolymer.Preferably, Y represents a group chosen from:

[0059] a) linear C₁ to C₂₀ and preferably C₁ to C₁₀ alkylene groups,

[0060] b) C₃₀ to C₅₆ branched alkylene groups possibly comprising ringsand unconjugated unsaturations,

[0061] c) C₅-C₆ cycloalkylene groups,

[0062] d) phenylene groups optionally substituted with one or more C₁ toC₄₀ alkyl groups,

[0063] e) C₁ to C₂₀ alkylene groups comprising from 1 to 5 amide groups,

[0064] f) C₁ to C₂₀ alkylene groups comprising one or more substituentschosen from hydroxyl, C₃ to C₈ cycloalkane, C₁ to C₃ hydroxyalkyl and C₁to C₆ alkylamine groups,

[0065] g) polyorganosiloxane chains of formula:

[0066] in which R¹, R², R³, R⁴, T and m are as defined above, and

[0067] h) polyorganosiloxane chains of formula:

[0068] The polyorganosiloxanes of the second family may be polymerscomprising at least one moiety corresponding to formula (II):

[0069] in which

[0070] R¹ and R³, which may be identical or different, are as definedabove for formula (I),

[0071] R⁷ represents a group as defined above for R¹ and R³, orrepresents a group of formula -X-G-R⁹ in which X and G are as definedabove for formula (I) and R⁹ represents a hydrogen atom or a linear,branched or cyclic, saturated or unsaturated, C₁ to C₅₀hydrocarbon-based group optionally comprising in its chain one or moreatoms chosen from O, S and N, optionally substituted with one or morefluorine atoms and/or one or more hydroxyl groups, or a phenyl groupoptionally substituted with one or more C₁ to C₄ alkyl groups,

[0072] R⁸ represents a group of formula —X-G-R⁹ in which X, G and R⁹ areas defined above,

[0073] m₁ is an integer of at least one ranging from 1 to 35,000, forexample, from 1 to 10,000 and 1 to 2,500, from 1 to 700, and from 6 to200, including all values and subranges there between; and

[0074] m₂ is an integer of at least one ranging from 1 to 35,000, forexample, from 1 to 10,000 and 1 to 2,500, from 1 to 700, and from 6 to200, including all values and subranges there between.

[0075] According to the invention, the polyorganosiloxane containingpolymer may be a homopolymer, that is to say a polymer comprisingseveral identical moieties, in particular moieties of formula (I) or offormula (II).

[0076] According to the invention, it is also possible to use a polymerconsisting of a copolymer comprising several different moieties offormula (I), that is to say a polymer in which at least one of thegroups R¹, R², R³, R⁴, X, G, Y, m and n is different in one of themoieties. The copolymer may also be formed from several moieties offormula (II), in which at least one of the groups R¹, R³, R⁷, R⁸, m₁ andm₂ is different in at least one of the moieties.

[0077] It is also possible to use a copolymer comprising at least onemoiety of formula (I) and at least one moiety of formula (II), themoieties of formula (I) and the moieties of formula (II) possibly beingidentical to or different from each other.

[0078] According to preferred embodiments, it is also possible to use acopolymer comprising at least one hydrocarbon-based moiety comprisingtwo groups capable of establishing hydrogen interactions, chosen fromester, amide, sulphonamide, carbamate, thiocarbamate, urea and thioureagroups, and combinations thereof.

[0079] These copolymers may be block copolymers or grafted copolymers.

[0080] According to a first embodiment of the invention, the groupscapable of establishing hydrogen interactions are amide groups offormulae —C(O)NH— and —HN—C(O)—.

[0081] In this case, the polymer may comprise at least one moiety offormula (III) or (IV):

[0082] in which R¹, R², R³, R⁴, X, Y, m and n are as defined above.

[0083] Such a moiety may be obtained:

[0084] either by a condensation reaction between a silicone containingα, ω-carboxylic acid ends and one or more diamines, according to thefollowing reaction scheme:

[0085] or by reaction of two molecules of a-unsaturated carboxylic acidwith a diamine according to the following reaction scheme:

[0086] followed by the addition of a siloxane to the ethylenicunsaturations, according to the following scheme:

[0087] in which X¹—(CH₂)₂— corresponds to X defined above and Y, R¹, R²,R³, R⁴ and m are as defined above;

[0088] or by reaction of a silicone containing α,ω-NH₂ ends and a diacidof formula HOOC—Y—COOH according to the following reaction scheme:

[0089] In these polyamides of formula (III) or (IV), m is an integer ofat least one as defined above, and preferably in the range from 1 to700, for example, from 15 to 500 and from 15 to 45, including all valuesand subranges there between; and n is in particular in the range from 1to 500, for example, from 1 to 100 and from 4 to 25, including allvalues and subranges there between; X is preferably a linear or branchedalkylene chain containing from 1 to 30 carbon atoms and in particular 3to 10 carbon atoms, and Y is preferably an alkylene chain that is linearor branched or that possibly comprises rings and/or unsaturations,containing from 1 to 40 carbon atoms, including from 1 to 20 carbonatoms and from 2 to 6 carbon atoms, including all values and subrangesthere between, for example, 6 carbon atoms.

[0090] In formulae (III) and (IV), the alkylene group representing X orY can optionally contain in its alkylene portion at least one of thefollowing elements:

[0091] 1) 1 to 5 amide, urea or carbamate groups,

[0092] 2) a C₅ or C₆ cycloalkyl group, and

[0093] 3) a phenylene group optionally substituted with 1 to 3 identicalor different C₁ to C₃ alkyl groups.

[0094] In formulae (III) and (IV), the alkylene groups may also besubstituted with at least one element chosen from the group consistingof:

[0095] a hydroxyl group,

[0096] a C₃ to C₈ cycloalkyl group,

[0097] one to three C₁ to C₄₀ alkyl groups,

[0098] a phenyl group optionally substituted with one to three C₁ to C₃alkyl groups,

[0099] a C₁ to C₃ hydroxyalkyl group, and

[0100] a C₁ to C₆ aminoalkyl group.

[0101] In these formulae (III) and (IV), Y may also represent:

[0102] in which R⁵ represents a polyorganosiloxane chain and Trepresents a group of formula:

[0103] in which a, b and c are, independently, integers ranging from 1to 10, and R¹⁰ is a hydrogen atom or a group such as those defined forR¹, R², R³ and R⁴.

[0104] In formulae (Ill) and (IV), R¹, R², R³ and R⁴ preferablyrepresent, independently, a linear or branched C₁ to C₄₀ alkyl group,preferably a CH₃, C₂H₅, n-C₃H₇ or isopropyl group, a polyorganosiloxanechain or a phenyl group optionally substituted with one to three methylor ethyl groups.

[0105] As has been seen previously, the polymer may comprise identicalor different moieties of formula (III) or (IV).

[0106] Thus, the polymer may be a polyamide containing several moietiesof formula (III) or (IV) of different lengths, i.e. a polyamidecorresponding to the formula:

[0107] in which X, Y, n and R¹ to R⁴ have the meanings given above, mland m₂, which are different, are as defined above, and preferably arechosen in the range from 1 to 1 000, and p is at least one for exampleranging from 2 to 500 and preferably from 2 to 200.

[0108] In this formula, the moieties may be structured to form either ablock copolymer, or a random copolymer or an alternating copolymer. Inthis copolymer, the moieties may be not only of different lengths, butalso of different chemical structures, for example containing differentgroups Y. In this case, the copolymer may correspond to the formula:

[0109] in which R¹ to R⁴, X, Y, m₁, m₂, n and p have the meanings givenabove and Y¹ is different from Y but chosen from the groups defined forY. As previously discussed, the various moieties may be structured toform either a block copolymer, or a random copolymer or an alternatingcopolymer.

[0110] In an embodiment of the invention, thepolyorganosiloxane-containing polymer may also contain a graftedcopolymer. Thus, the polyamide containing silicone units may be graftedand optionally crosslinked with silicone chains containing amide groups.Such polymers may be synthesized with trifunctional amines.

[0111] In this case, the copolymer may comprise at least one moiety offormula:

[0112] in which X¹ and X², which may be identical or different, have themeaning given for X in formula (I), n is as defined in formula (I), Yand T are as defined in formula (I), R¹¹ to R¹⁸ are groups chosen fromthe same group as R¹ to R⁴, m₁ and m₂ are numbers in the range from 1 to1,000, and p is an integer of at least one, for example, p can rangefrom 2 to 500.

[0113] In formula (VII), it is preferred that:

[0114] p is in the range from 1 to 25, including from 1 to 7, includingall values and subranges there between,

[0115] R¹¹ to R¹⁸ are methyl groups,

[0116] T corresponds to one of the following formulae:

[0117] in which R¹⁹ is a hydrogen atom or a group chosen from the groupsdefined for R¹ to R⁴, and R²⁰, R²¹ and R²² are, independently, linear orbranched alkylene groups, and more preferably corresponds to theformula:

[0118] in particular with R²⁰, R²¹ and R²² representing —CH₂—CH₂—,

[0119] m₁ and m₂ are in the range from 15 to 500, including from 15 to45 and including all values and subranges there between,

[0120] X¹ and X² represent —(CH₂)₁₀—, and

[0121] Y represents —CH₂—.

[0122] These polyamides containing a grafted silicone moiety of formula(VII) may be copolymerized with polyamide-silicones of formula (II) toform block copolymers, alternating copolymers or random copolymers. Theweight percentage of grafted silicone moieties (VII) in the copolymermay range from 0.5% to 30% by weight.

[0123] According to the invention, as has been seen previously, thesiloxane units may be in the main chain or backbone of the polymer, butthey may also be present in grafted or pendent chains. In the mainchain, the siloxane units may be in the form of segments as describedabove. In the pendent or grafted chains, the siloxane units may appearindividually or in segments.

[0124] According to the invention, the preferred siloxane-basedpolyamides are:

[0125] polyamides of formula (III) in which m is from 15 to 300, forexample, 15 to 100, including all values and subranges there between;

[0126] mixtures of two or more polyamides in which at least onepolyamide has a value of m in the range from 15 to 50, including allvalues and subranges there between and at least one polyamide has avalue of m in the range from 30 to 300, including all values andsubranges there between;

[0127] polymers of formula (V) with ml chosen in the range from 15 to 50and m₂ chosen in the range from 30 to 500 with the portion correspondingto ml representing 1% to 99% by weight of the total weight of thepolyamide and the corresponding portion m₂ representing 1% to 99% byweight of the total weight of the polyamide;

[0128] mixtures of polyamide of formula (Ill) combining

[0129] 1) 80% to 99% by weight of a polyamide in which n is equal to 2to 10 and in particular 3 to 6, and

[0130] 2) 1% to 20% of a polyamide in which n is in the range from 5 to500 and in particular from 6 to 100;

[0131] polyamides corresponding to formula (VI) in which at least one ofthe groups Y and Y¹ contains at least one hydroxyl substituent;

[0132] polyamides of formula (III) synthesized with at least one portionof an activated diacid (diacid chloride, dianhydride or diester) insteadof the diacid;

[0133] polyamides of formula (III) in which X represents —(CH₂)₃— or—(CH₂)₁₀; and

[0134] polyamides of formula (III) in which the polyamides end with amonofunctional chain chosen from the group consisting of monofunctionalamines, monofunctional acids, monofunctional alcohols, including fattyacids, fatty alcohols and fatty amines, such as, for example,octylamine, octanol, stearic acid and stearyl alcohol.

[0135] According to the invention, the end groups of the polymer chainmay end with:

[0136] a C₁ to C₅₀ alkyl ester group by introducing a C₁ to C₅₀monoalcohol during the synthesis,

[0137] a C₁ to C₅₀ alkylamide group by taking as stopping group amonoacid if the silicone is α,ω-diaminated, or a monoamine if thesilicone is an a dicarboxylic acid.

[0138] According to one embodiment of the invention, it is possible touse a copolymer of silicone polyamide and of hydrocarbon-basedpolyamide, i.e. a copolymer comprising moieties of formula (III) or (IV)and hydrocarbon-based polyamide moieties. In this case, thepolyamide-silicone moieties may be arranged at the ends of thehydrocarbon-based polyamide.

[0139] Polyamide-based polymers containing silicones may be produced bysilylic amidation of polyamides based on fatty acid dimer. This approachinvolves the reaction of free acid sites existing on a polyamide as endsites, with organosiloxane-monoamines and/or organosiloxane-diamines(amidation reaction), or alternatively with oligosiloxane alcohols oroligosiloxane diols (esterification reaction). The esterificationreaction requires the presence of acid catalysts, as is known in theart. It is desirable for the polyamide containing free acid sites, usedfor the amidation or esterification reaction, to have a relatively highnumber of acid end groups (for example polyamides with high acidnumbers, for example from 15 to 20).

[0140] For the amidation of the free acid sites of the hydrocarbon-basedpolyamides, siloxane diamines with 1 to 300, more particularly 2 to 50and for example, 2, 6, 9.5, 12, 13.5, 23 or 31 siloxane groups, may beused for the reaction with hydrocarbon-based polyamides based on fattyacid dimers. Siloxane diamines containing 13.5 siloxane groups arepreferred, and the best results are obtained with the siloxane diaminecontaining 13.5 siloxane groups and polyamides containing high numbersof carboxylic acid end groups.

[0141] The reactions may be carried out in xylene to extract the waterproduced from the solution by azeotropic distillation, or at highertemperatures (about 180 to 200° C.) without solvent. Typically, theefficacy of the amidation and the reaction rates decrease when thesiloxane diamine is longer, that is to say when the number of siloxanegroups is higher. Free amine sites may be blocked after the initialamidation reaction of the diaminosiloxanes by reacting them either witha siloxane acid, or with an organic acid such as benzoic acid.

[0142] For the esterification of the free acid sites on the polyamides,this may be performed in boiling xylene with about 1% by weight,relative to the total weight of the reagents, of para-toluenesulphonicacid as catalyst.

[0143] These reactions carried out on the carboxylic acid end groups ofthe polyamide lead to the incorporation of silicone moieties only at theends of the polymer chain.

[0144] It is also possible to prepare a copolymer of polyamide-silicone,using a polyamide containing free amine groups, by amidation reactionwith a siloxane containing an acid group.

[0145] It is also possible to prepare a gelling agent based on acopolymer between a hydrocarbon-based polyamide and a siliconepolyamide, by transamidation of a polyamide having, for example, anethylene-diamine constituent, with an oligosiloxane-α,ω-diamine, at hightemperature (for example 200 to 300° C.), to carry out a transamidationsuch that the ethylenediamine component of the original polyamide isreplaced with the oligosiloxane diamine.

[0146] The copolymer of hydrocarbon-based polyamide and ofpolyamide-silicone may also be a grafted copolymer comprising ahydrocarbon-based polyamide backbone with pendent oligosiloxane groups.

[0147] This may be obtained, for example:

[0148] by hydrosilylation of unsaturated bonds in polyamides based onfatty acid dimers;

[0149] by silylation of the amide groups of a polyamide; or

[0150] by silylation of unsaturated polyamides by means of an oxidation,that is to say by oxidizing the unsaturated groups into alcohols ordiols, to form hydroxyl groups that are reacted with siloxane carboxylicacids or siloxane alcohols. The olefinic sites of the unsaturatedpolyamides may also be epoxidized and the epoxy groups may then bereacted with siloxane amines or siloxane alcohols.

[0151] The polyorganosiloxane containing polymers used in thecomposition of the invention are most preferably polymers of thepolyorganosiloxane type such as those described in documents U.S. Pat.No. 5,874,069, U.S. Pat. No. 5,919,441, U.S. Pat. No. 6,051,216 and U.S.Pat. No. 5,981,680, the entire disclosures of which are herebyincorporated by reference.

[0152] According to another embodiment of the invention, thepolyorganoxiloxane containing polymer is a homopolymer or a copolymercomprising urethane or urea groups.

[0153] As previously discussed, the polymer may comprisepolyorganosiloxane moieties containing two or more urethane and/or ureagroups, either in the backbone of the polymer or on side chains or aspendent groups.

[0154] The polymers comprising at least two urethane and/or urea groupsin the backbone may be polymers comprising at least one moietycorresponding to the following formula:

[0155] in which R¹, R², R³, R⁴, X, Y, m and n have the meanings givenabove for formula (I), and U represents —O— or —NH—, such that:

[0156] corresponds to a urethane or urea group.

[0157] In this formula (VIII), Y may be a linear or branched C₁ to C₄₀alkylene group, optionally substituted with a C₁ to C₁₅ alkyl group or aC₅ to C₁₀ aryl group. Preferably, a —(CH₂)₆— group is used.

[0158] Y may also represent a C₅ to C₁₂ cycloaliphatic or aromatic groupthat may be substituted with a C₁ to C₁₅ alkyl group or a C₅ to C₁₀ arylgroup, for example a radical chosen from the methylene-4,4-biscyclohexylradical, the radical derived from isophorone diisocyanate, 2,4- and2,6-tolylenes, 1,5-naphthylene, p-phenylene and 4,4′-biphenylenemethane.Generally, it is preferred for Y to represent a linear or branched C₁ toC₄₀ alkylene radical or a C₄ to C₁₂ cycloalkylene radical.

[0159] Y may also represent a polyurethane or polyurea blockcorresponding to the condensation of several diisocyanate molecules withone or more molecules of coupling agents of the diol or diamine type. Inthis case, Y comprises several urethane or urea groups in the alkylenechain.

[0160] It may correspond to the formula:

[0161] in which B¹ is a group chosen from the groups given above for Y,U is —O— or —NH— and B² is chosen from:

[0162] linear or branched C₁ to C₄₀ alkylene groups, which canoptionally bear an ionizable group such as a carboxylic acid orsulphonic acid group, or a neutralizable or quaternizable tertiary aminegroup,

[0163] C₅ to C₁₂ cycloalkylene groups, optionally bearing alkylsubstituents, for example one to three methyl or ethyl groups, oralkylene, for example the diol radical: cyclohexanedimethanol,

[0164] phenylene groups that may optionally bear C₁ to C₃ alkylsubstituents, and

[0165] groups of formula:

[0166] in which T is a hydrocarbon-based trivalent radical possiblycontaining one or more hetero atoms such as oxygen, sulphur and nitrogenand R⁵ is a polyorganosiloxane chain or a linear or branched C₁ to C₅₀alkyl chain.

[0167] T can represent, for example:

[0168] with w being an integer ranging from 1 to 10 and R⁵ being apolyorganosiloxane chain.

[0169] When Y is a linear or branched C₁ to C₄₀ alkylene group, the—(CH₂)₂— and —(CH₂)₆— groups are preferred.

[0170] In the formula given above for Y, d may be an integer rangingfrom 0 to 5, preferably from 0 to 3 and more preferably equal to 1 or 2.

[0171] Preferably, B² is a linear or branched C₁ to C₄₀ alkylene group,in particular —(CH₂)₂— or —(CH₂)₆— or a group:

[0172] with R⁵ being a polyorganosiloxane chain.

[0173] As previously discussed, the polyorganosiloxane containingpolymer may be formed from silicone urethane and/or silicone ureamoieties of different length and/or constitution, and may be in the formof block or random copolymers.

[0174] According to the invention, the silicone may also compriseurethane and/or urea groups no longer in the backbone but as sidebranches.

[0175] In this case, the polymer may comprise at least one moiety offormula:

[0176] in which R¹, R², R³, m₁ and m₂ have the meanings given above forformula (I),

[0177] U represents O or NH,

[0178] R²³ represents a C₁ to C₄₀ alkylene group, optionally comprisingone or more hetero atoms chosen from O and N, or a phenylene group, and

[0179] R²⁴ is chosen from linear, branched or cyclic, saturated orunsaturated C₁ to C₅₀ alkyl groups, and phenyl groups optionallysubstituted with one to three C₁ to C₃ alkyl groups.

[0180] The polymers comprising at least one moiety of formula (X)contain siloxane units and urea or urethane groups, and they may beused, for example, as gelling agents in the compositions of theinvention.

[0181] The siloxane polymers may have a single urea or urethane group bybranching or may have branches containing two urea or urethane groups,or alternatively they may contain a mixture of branches containing oneurea or urethane group and branches containing two urea or urethanegroups.

[0182] They may be obtained from branched polysiloxanes, comprising oneor two amino groups by branching, by reacting these polysiloxanes withmonoisocyanates.

[0183] As examples of starting polymers of this type containing aminoand diamino branches, mention may be made of the polymers correspondingto the following formulae:

[0184] In these formulae, the symbol “/” indicates that the segments maybe of different lengths and in a random order, and R represents a linearaliphatic group preferably containing 1 to 6 carbon atoms, including 1to 3 carbon atoms.

[0185] Such polymers containing branching may be formed by reacting asiloxane polymer, containing at least three amino groups per polymermolecule, with a compound containing only one monofunctional group (forexample an acid, an isocyanate or an isothiocyanate) to react thismonofunctional group with one of the amino groups and to form groupscapable of establishing hydrogen interactions. The amino groups may beon side chains extending from the main chain of the siloxane polymer,such that the groups capable of establishing hydrogen interactions areformed on these side chains, or alternatively the amino groups may be atthe ends of the main chain, such that the groups capable of hydrogeninteraction will be end groups of the polymer.

[0186] As a procedure for forming a polymer containing siloxane unitsand groups capable of establishing hydrogen interactions, mention may bemade of the reaction of a siloxane diamine and of a diisocyanate in asilicone solvent so as to provide a gel directly. The reaction may beperformed in a silicone fluid, the resulting product being dissolved inthe silicone fluid, at high temperature, the temperature of the systemthen being reduced to form the gel.

[0187] The polymers that are preferred for incorporation into thecompositions according to the present invention are siloxane-ureacopolymers that are linear and that contain urea groups as groupscapable of establishing hydrogen interactions in the backbone of thepolymer.

[0188] As an illustration of a polysiloxane ending with four ureagroups, mention may be made of the polymer of formula:

[0189] in which Ph is a phenyl group and n is a number larger than 0,which includes, at least 1, 2 to 500, 2 to 200, from 1 to 300, inparticular from 1 to 100, and all values and subranges there between,for example 50.

[0190] This polymer is obtained by reacting the following polysiloxanecontaining amino groups:

[0191] with phenyl isocyanate.

[0192] The polymers of formula (VIII) comprising urea or urethane groupsin the chain of the silicone polymer may be obtained by reaction betweena silicone containing α,ω-NH₂ or —OH end groups, of formula:

[0193] in which m, R¹, R², R³, R⁴ and X are as defined for formula (I)and a diisocyanate OCN—Y—NCO in which Y has the meaning given in formula(I); and optionally a diol or diamine coupling agent of formulaH₂N—B²—NH₂ or HO—B²—OH, in which B² is as defined in formula (IX).

[0194] According to the stoichiometric proportions between the tworeagents, diisocyanate and coupling agent, Y may have the formula (IX)with d equal to 0 or d equal to 1 to 5.

[0195] As in the case of the polyamide silicones of formula (II) or(III), it is possible to use in the invention polyurethane or polyureasilicones containing moieties of different length and structure, inparticular moieties whose lengths differ by the number of siliconeunits. In this case, the copolymer may correspond, for example, to theformula:

[0196] in which R¹, R², R³, R⁴, X, Y and U are as defined for formula(VIII) and m₁, m₂, n and p are as defined for formula (V).

[0197] Branched polyurethane or polyurea silicones may also be obtainedusing, instead of the diisocyanate OCN—Y—NCO, a triisocyanate offormula:

[0198] A polyurethane or polyurea silicone containing branchescomprising an organosiloxane chain with groups capable of establishinghydrogen interactions is thus obtained. Such a polymer comprises, forexample, a moiety corresponding to the formula:

[0199] in which X¹ and X², which are identical or different, have themeaning given for X in formula (I), n is as defined in formula (I), Yand T are as defined in formula (I), R¹¹ to R¹⁸ are groups chosen fromthe same group as R¹ to R⁴, m₁ and m₂ are as defined above.

[0200] As in the case of the polyamides, this copolymer can alsocomprise polyurethane silicone moieties without branching.

[0201] In another embodiment of the invention, the siloxane-basedpolyureas and polyurethanes that are preferred are:

[0202] polymers of formula (VIII) in which m is from 15 to 300, forexample, 15 to 100 and all values and subranges there between;

[0203] mixtures of two or more polymers in which at least one polymerhas a value of m in the range from 15 to 50 and at least one polymer hasa value of m in the range from 30 to 300, including all values andsubranges there between;

[0204] polymers of formula (XII) with m₁ chosen in the range from 15 to50 and m₂ chosen in the range from 30 to 500 with the portioncorresponding to m₁ representing 1% to 99% by weight of the total weightof the polymer and the portion corresponding to m₂ representing 1% to99% by weight of the total weight of the polymer;

[0205] mixtures of polymer of formula (VIII) combining

[0206] 1 ) 80% to 99% by weight of a polymer in which n is equal to 2 to10 and in particular 3 to 6, and

[0207] 2) 1% to 20% of a polymer in which n is in the range from 5 to500 and in particular from 6 to 100,

[0208] copolymers comprising two moieties of formula (VIII) in which atleast one of the groups Y contains at least one hydroxyl substituent;

[0209] polymers of formula (VIII) synthesized with at least one portionof an activated diacid (diacid chloride, dianhydride or diester) insteadof the diacid;

[0210] polymers of formula (VIII) in which X represents —(CH₂)₃— or—(CH₂)₁₀—; and

[0211] polymers of formula (VIII) in which the polymers end with amultifunctional chain chosen from the group consisting of monofunctionalamines, monofunctional acids, monofunctional alcohols, including fattyacids, fatty alcohols and fatty amines, such as, for example,octylamine, octanol, stearic acid and stearyl alcohol.

[0212] As in the case of the polyamides, copolymers of polyurethane orpolyurea silicone and of hydrocarbon-based polyurethane or polyurea maybe used in the invention by performing the reaction for synthesizing thepolymer in the presence of an α, ω-difunctional block of non-siliconenature, for example a polyester, a polyether or a polyolefin.

[0213] As has been seen previously, homopolymers or copolymers of theinvention may contain siloxane moieties in the main chain of the polymerand groups capable of establishing hydrogen interactions, either in themain chain of the polymer or at the ends thereof, or on side chains orbranches of the main chain. This may correspond to the following fivearrangements:

[0214] in which the continuous line is the main chain of the siloxanepolymer and the squares represent the groups capable of establishinghydrogen interactions.

[0215] In case (1), the groups capable of establishing hydrogeninteractions are arranged at the ends of the main chain.

[0216] In case (2), two groups capable of establishing hydrogeninteractions are arranged at each of the ends of the main chain.

[0217] In case (3), the groups capable of establishing hydrogeninteractions are arranged within the main chain in repeating moieties.

[0218] In cases (4) and (5), these are copolymers in which the groupscapable of establishing hydrogen interactions are arranged on branchesof the main chain of a first series of moieties that are copolymerizedwith moieties not comprising groups capable of establishing hydrogeninteractions. Preferably, the values n, x and y are such that thepolymer has the desired properties in terms of an agent for gellingfatty phases, preferably fatty phases based on silicone oil.

[0219] As examples of polymers that may be used, mention may be made ofthe silicone polyamides obtained in accordance with the disclosure inU.S. Pat. No, 5,981,680, the entire disclosure of which is herebyincorporated by reference.

[0220] Further examples of polyorganosiloxane containing polymers areset forth in U.S. Pat. Nos. 6,503,632 and 6,569,955, both of which arehereby incorporated by reference in their entirety.

[0221] As noted above, the polymers of the present invention can besolid or liquid at room temperature. When solid, the polymers preferablyhave a softening point from 50 to 130° C. Most preferably, they have asoftening point ranging from 65 to 150° C., including from 700C to 130°C. This softening point is lower than that of other structuringpolymers, which facilitates the use of the polymers that are the subjectof the invention, and limits the deteriorations of the liquid fattyphase.

[0222] As noted above, the polyorganosiloxane containing polymers of thepresent invention contain both siloxane units and at least two groupscapable of establishing hydrogen interactions such as amide linkages.The siloxane units can provide compatibility with a silicone fluid, ifpresent, (for example with the cyclomethicones), while the groupscapable of establishing hydrogen interactions and the spacing andselection of the locations of the amide linkages can facilitate gelationand the formation of cosmetic products.

[0223] In one embodiment, the polyorganosiloxane containing polymer ofthe present invention is present in an amount effective to providetransfer resistant properties, and may also provide at least one of thefollowing properties: pliability, softness, and wearing comfort. Inaddition, it is preferred that the compositions of the invention exhibitflexibility and/or good adherence on the keratinous substance to whichthe compositions have been applied. In another preferred embodiment, thecompositions of the present invention when applied to the keratinoussubstance are substantially non-tacky.

[0224] In the composition of the present invention, thepolyorganosiloxane-containing polymers are preferably present in anamount of 0.1-80 percent by weight, more preferably from 0.5 to 30percent by weight and most preferably from 1 to 20 percent by weight ofthe total weight of the composition.

[0225] Depending on the intended application, such as a stick, hardnessof the composition may also be considered. The hardness of a compositionmay, for example, be expressed in gramforce (gf). The composition of thepresent invention may, for example, have a hardness ranging from 20 gfto 2000 gf, such as from 20 gf to 900 gf, and further such as from 20 gfto 600 gf.

[0226] This hardness is measured in one of two ways. A first test forhardness is according to a method of penetrating a probe into thecomposition and in particular using a texture analyzer (for exampleTA-XT2i from Rheo) equipped with an ebonite cylinder of height 25 mm anddiameter 8 mm. The hardness measurement is carried out at 20° C. at thecenter of 5 samples of the composition. The cylinder is introduced intoeach sample of composition at a pre-speed of 2 mm/s and then at a speedof 0.5 mm/s and finally at a post-speed of 2 mm/s, the totaldisplacement being 1 mm. The recorded hardness value is that of themaximum peak observed. The measurement error is ±50 gf.

[0227] The second test for hardness is the “cheese wire” method, whichinvolves cutting an 8.1 mm or preferably 12.7 mm in diameter stickcomposition and measuring its hardness at 20° C. using a DFGHS 2 tensiletesting machine from Indelco-Chatillon Co. at a speed of 100 mm/minute.The hardness value from this method is expressed in grams as the shearforce required to cut a stick under the above conditions. According tothis method, the hardness of compositions according to the presentinvention which may be in stick form may, for example, range from 30 gfto 300 gf, such as from 30 gf to 250 gf, for a sample of 8.1 mm indiameter stick, and further such as from 30 gf to 200 gf, and alsofurther such as from 30 gf to 120 gf for a sample of 12.7 mm in diameterstick.

[0228] The hardness of the composition of the present invention may besuch that the compositions are self-supporting and can easilydisintegrate to form a satisfactory deposit on a keratinous material. Inaddition, this hardness may impart good impact strength to the inventivecompositions, which may be molded or cast, for example, in stick or dishform.

[0229] The skilled artisan may choose to evaluate a composition using atleast one of the tests for hardness outlined above based on theapplication envisaged and the hardness desired. If one obtains anacceptable hardness value, in view of the intended application, from atleast one of these hardness tests, the composition falls withinpreferred embodiments of the invention.

[0230] As is evident, the hardness of the composition according topreferred embodiments of the invention may, for example, be such thatthe composition is advantageously self-supporting and can disintegrateeasily to form a satisfactory deposit on the skin and/or the lips and/orsuperficial body growths, such as keratinous fibers. In addition, withthis hardness, the composition of the invention may have good impactstrength.

[0231] According to preferred embodiments of the present invention, thecomposition in stick form may have the behavior of a deformable,flexible elastic solid, giving noteworthy elastic softness onapplication. The compositions in stick form of the prior art do not havethese properties of elasticity and flexibility.

[0232] Liquid Fatty Phase

[0233] According to preferred embodiments of the present invention,cosmetic compositions comprising at least one polyorganosiloxanecontaining polymer and a liquid fatty phase are provided, Preferably,the liquid fatty phase comprises at least one volatile oil, e.g., asilicone volatile oil, a hydrocarbon volatile oil, or a mixture thereof.

[0234] In accordance with this embodiment, the liquid fatty phase maycontain, independently or in combinations, volatile silicone oils,non-volatile silicone oils, volatile non-silicone oils and non-volatilenon-silicone oils. In one embodiment, the compositions of the presentinvention are substantially free of silicone oils (i.e., contain lessthan about 0.1% silicone oils). In another embodiment, the compositionsare substantially free of non-silicone oils (i.e., contain less thanabout 0.1% non-silicone oils). In another embodiment, the compositionsare substantially free of non-volatile oils (i.e., contain less thanabout 0.1% non-volatile oils).

[0235] According to the invention, when volatile oils are present, thesevolatile oils permit an easier application of the composition on theskin, lips or keratinous fibers.

[0236] According to one embodiment, the composition may contain one ormore volatile silicone oils. Examples of such volatile silicone oilsinclude linear or cyclic silicone oils having a viscosity at roomtemperature less than or equal to 6 cSt and having from 2 to 7 siliconatoms, these silicones being optionally substituted with alkyl or alkoxygroups of 1 to 10 carbon atoms. Specific oils that may be used in theinvention include octamethyltetrasiloxane, decamethylcyclopentasiloxane,dodecamethylcyclohexasiloxane, heptamethyloctyltrisiloxane,hexamethyldisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxaneand their mixtures. Other volatile oils which may be used include KF 96Aof 6 cSt viscosity, a commercial product from Shin Etsu having a flashpoint of 94° C. Preferably, the volatile silicone oils have a flashpoint of at least 40° C.

[0237] Non-limiting examples of volatile silicone oils are listed inTable 1 below. TABLE 1 Flash Point Viscosity Compound (° C.) (cSt)Octyltrimethicone 93 1.2 Hexyltrimethicone 79 1.2Decamethylcyclopentasiloxane 72 4.2 (cyclopentasiloxane or D5)Octamethylcyclotetrasiloxane 55 2.5 (cyclotetradimethylsiloxane or D4)Dodecamethylcyclohexasiloxane (D6) 93 7 Decamethyltetrasiloxane (L4) 631.7 KF-96 A from Shin Etsu 94 6 PDMS (polydimethylsiloxane) DC 200 561.5 (1.5 cSt) from Dow Corning PDMS DC 200 (2 cSt) from Dow Corning 87 2PDMS DC 200 (5 cSt) from Dow Corning 134 5 PDMS DC 200 (3 St) from DowCorning 102 3

[0238] Examples of other silicone oils that may be used in the inventioninclude non-volatile linear polydimethylsiloxanes (PDMSs), that areliquid at room temperature; polydimethylsiloxanes comprising alkyl,alkoxy or phenyl groups, which are pendent and/or at the end of asilicone chain, these groups each containing from 2 to 24 carbon atoms;phenylsilicones, for instance phenyl trimethicones, phenyl dimethicones,phenyl trimethylsiloxydiphenylsiloxanes, diphenyl dimethicones, diphenylmethyldiphenyl trisiloxanes and 2-phenylethyl trimethylsiloxysilicates.

[0239] Further, a volatile linear silicone oil may be employed in thecompositions of the present invention. Suitable volatile linear siliconeoils include those described in U.S. Pat. No. 6,338,839 and WO03/042221,the contents of which are incorporated herein by reference. In oneembodiment the volatile linear silicone oil is decamethyltetrasiloxane.In another embodiment, the decamethyltetrasiloxane is further combinedwith another solvent that is more volatile than decamethyltetrasiloxane.

[0240] The volatility of the solvents/oils can be determined using theevaporation speed as set forth in U.S. Pat. No. 6,338,839.

[0241] According to other preferred embodiments, the composition maycontain one or more non-silicone volatile oils and may be selected fromvolatile hydrocarbon oils, alcohols, volatile esters and volatileethers. Examples of such volatile non-silicone oils include, but are notlimited to, volatile hydrocarbon oils having from 8 to 16 carbon atomsand their mixtures and in particular branched C₈ to C₁₆ alkanes such asC₈ to C₁₆ isoalkanes (also known as isoparaffins), isododecane,isodecane, isohexadecane, and for example, the oils sold under the tradenames of Isopar or Permethyl, the C₈ to C₁₆ branched esters such asisohexyl or isodecyl neopentanoate and their mixtures. Preferably, thevolatile non-silicone oils have a flash point of at least 40° C.

[0242] Non-limiting examples of volatile non-silicone volatile oils aregiven in Table 2 below. TABLE 2 Compound Flash Point (° C.) Isododecane43 Isohexadecane 102 Isodecyl Neopentanoate 118 Propylene glycol n-butylether 60 Ethyl 3-ethoxypropionate 58 Propylene glycol methyletheracetate 46 Isopar L (isoparaffin C₁₁-C₁₃) 62 Isopar H (isoparaffinC₁₁-C₁₂) 56

[0243] Examples of other non-silicone oils which can be used in thecompositions of the present invention include polar oils such as:

[0244] hydrocarbon-based plant oils with a high triglyceride contentconsisting of fatty acid esters of glycerol, the fatty acids of whichmay have varied chain lengths, these chains possibly being linear orbranched, and saturated or unsaturated; these oils are especially wheatgerm oil, corn oil, sunflower oil, karite butter, castor oil, sweetalmond oil, macadamia oil, apricot oil, soybean oil, rapeseed oil,cottonseed oil, alfalfa oil, poppy oil, pumpkin oil, sesame seed oil,marrow oil, avocado oil, hazelnut oil, grape seed oil, blackcurrant seedoil, evening primrose oil, millet oil, barley oil, quinoa oil, oliveoil, rye oil, safflower oil, candlenut oil, passion flower oil or muskrose oil; or caprylic/capric acid triglycerides, for instance those soldby the company Stearineries Dubois or those sold under the names Miglyol810, 812 and 818 by the company Dynamit Nobel;

[0245] synthetic oils or esters of formula R₅COOR₆ in which R₅represents a linear or branched higher fatty acid residue containingfrom 1 to 40 carbon atoms, including from 7 to 19 carbon atoms, and R₆represents a branched hydrocarbon-based chain containing from 1 to 40carbon atoms, including from 3 to 20 carbon atoms, with R₆+R₇≧10, suchas, for example, Purcellin oil (cetostearyl octanoate), isononylisononanoate, C₁₂ to C₁₅ alkyl benzoate, isopropyl myristate,2-ethylhexyl palmitate, and octanoates, decanoates or ricinoleates ofalcohols or of polyalcohols; hydroxylated esters, for instanceisostearyl lactate or diisostearyl malate; and pentaerythritol esters;

[0246] synthetic ethers containing from 10 to 40 carbon atoms;

[0247] C₈ to C₂₆ fatty alcohols, for instance oleyl alcohol; and

[0248] mixtures thereof.

[0249] Preferably, the liquid fatty phase, when present, represents from5% to 98.4% of the total weight of the composition, more preferably from10% to 80% of the total weight of the composition, and most preferablyfrom 20% to 75%.

[0250] Film Formers

[0251] The composition of the present invention advantageously alsoincludes one or more film forming agents. Film forming agents are knownin the art.

[0252] According to preferred embodiments of the present invention,compositions comprising at least one polyorganosiloxane containingpolymer and at least one silicone film forming agent, preferably an MKor MQ resin or mixtures thereof, are provided.

[0253] Silicone resin nomenclature is known in the art as “MDTQ”nomenclature, whereby a silicone resin is described according to thevarious monomeric siloxane units which make up the polymer.

[0254] Each letter of “MDTQ” denotes a different type of unit. Theletter M denotes the monofunctional unit (CH₃)₃SiO_(1/2). This unit isconsidered to be monofunctional because the silicone atom only sharesone oxygen when the unit is part of a polymer. The “M” unit can berepresented by the following structure:

[0255] At least one of the methyl groups of the M unit may be replacedby another group, e.g., to give a unit with formula [R(CH₃)₂]SiO_(1/2),as represented in the following structure:

[0256] wherein R is chosen from groups other than methyl groups.Non-limiting examples of such groups other than methyl groups includealkyl groups other than methyl groups, alkene groups, alkyne groups,hydroxyl groups, thiol groups, ester groups, acid groups, ether groups,wherein the groups other than methyl groups may be further substituted.

[0257] The symbol D denotes the difunctional unit (CH₃)₂SiO_(2/2)wherein two oxygen atoms bonded to the silicone atom are used forbinding to the rest of the polymer. The “D” unit, which is the majorbuilding block of dimethicone oils, can be represented as:

[0258] At least one of the methyl groups of the D unit may be replacedby another group, e.g., to give a unit with formula [R(CH₃)₂]SiO_(1/2).

[0259] The symbol T denotes the trifunctional unit, (CH₃)SiO_(3/2) andcan be represented as:

[0260] At least one of the methyl groups of the T unit may be replacedby another group, e.g., to give a unit with formula [R(CH₃)₂]SiO_(1/2).

[0261] Similarly, the symbol Q denotes the tetrafunctional unit,SiO_(4/2) wherein all four oxygens bonded to the silicone atom arebonded to the rest of the polymer.

[0262] Thus, a vast number of different silicone polymers can bemanufactured. Further, it would be clear to one skilled in the art thatthe properties of each of the potential silicone polymers will varydepending on the type(s) of monomer(s), the type(s) of substitution(s),the size of the polymeric chain, the degree of cross linking, and sizeof any side chain(s).

[0263] Non-limiting examples of silicone polymers include silanes,siloxanes, siloxysilicates, and silsesquioxanes. A non-limiting exampleof such a siloxane is polydimethylsiloxane (PDMS). Polydimethylsiloxanesare generally composed of long straight chains of (CH₃)₂SiO_(2/2) (i.e.,D units) and have viscosities which are dependent on both the size ofthe polymer and the presence and nature of any substituent(s) on thepolymer. A non-limiting example of a siloxysilicate istrimethylsiloxysilicate, which may be represented by the followingformula:

[(CH₃)₃—Si—O]_(x)—(SiO_(4/2))_(y)

[0264] (i.e, MQ units) wherein x and y may, for example, range from 50to 80. Silsesquioxanes, on the other hand, may be represented by thefollowing formula:

(CH₃SiO_(3/2))_(.x)

[0265] (i.e., T Units) wherein x may, for example, have a value of up toseveral thousand.

[0266] Polymethylsilsesquioxanes are silsesquioxanes that do not have asubstituent replacing the methyl groups. Certainpolymethylsilsesquioxanes have previously been used in hair carecompositions. See, e.g., U.S. Pat. No. 5,246,694, the disclosure ofwhich is incorporated herein by reference, which discloses a shampoocomposition comprising a surfactant, an aqueous emulsion of highlyviscous silicone in volatile silicone and a cationic polymer which is aderivative of guar gum. The highly viscous silicone disclosed thereinmay be chosen from silicone resins including a polymethylsilsesquioxanesuch as Resin MK (also called SiliconHarz MK) which is available fromWacker, and a siloxysilicate such as Resin MQ which is available fromGeneral Electric and Dow Corning.

[0267] The Resin MK and Resin MQ silicone resins may form a film after avolatile carrier has evaporated. The MQ film is generally hard andbrittle at room temperature, while the MK film is generally continuousand flexible, i.e., not brittle. Depending on the application,plasticizers may be added to help obtain a more flexible, thus morecomfortable, film.

[0268] In one embodiment, the silicone film former may be apolymethylsilsesquioxane film former such as Belsil PMS MK, alsoreferred to as Resin MK, available from Wacker Chemie. Thispolymethylsilsesquioxane film former is a polymer comprising polymerizedrepeating units of CH₃SiO_(3/2) (T units) and may also contain up to 1%by weight or by mole of units of the formula (CH₃)₂SiO_(1/2) (D units).The weight-average molecular weight of this polymer has been estimatedto be 10,000. It is believed that the polymers are in a “cage” and“ladder” configuration, as exemplified in the figures below. Themajority of the polymer is in the “ladder” configuration, wherein theends of the polymer are capped with ethoxy (CH₃CH₂O) groups. The ethoxygroups are generally present in an amount of 4.5% by weight and the molepercent is generally 7% (silicone units). As ethoxy groups may reactwith water, a small and variable amount of SiOH may also be present inthe polymer.

[0269] Another non-limiting example of the at least onepolymethylsilsesquioxane film former suitable for use in the presentinvention is KR-220L, which is available from SHIN-ETSU. Thispolymethylsilsesquioxane film former is composed of silicone T-units(i.e., those of formula CH₃SiO_(3/2)) and has Si—OH (or silanol) endunits. There are no D units in KR-220L.

[0270] Other non-limiting examples of the at least onepolymethylsilsesquioxane film former that may be useful in the practiceof the invention include KR-242A (which is comprised of methyl T units(98%) and dimethyl D units (2%) and has Si—OH end units) and KR-251(which is comprised of methyl T units (88%) and dimethyl D units (12%)and has Si—OH end units), both of which are available from SHIN-ETSU.

[0271] Depending on the application, the concentration of the at leastone polymethylsilsesquioxane film former in the presently claimedcomposition may vary considerably. One of skill in the art will be ableto determine routinely the amount of the at least onepolymethylsilsesquioxane film former depending on the desiredapplication.

[0272] In another embodiment, the silicone film former may be chosenfrom siloxysilicates. Preferably, the siloxysilicate istrimethylsiloxysilicate, which may or may not be in powder form.Trimethylsiloxysilicate (TMS) is commercially available from GeneralElectric under the tradename SR1000 and from Wacker under the tradenameTMS 803. TMS is also commercially available from Dow Chemical in asolvent, such as for example, cyclomethicone. However, according to thepresent invention, TMS may be used in the form of 100% active material,that is, not in a solvent.

[0273] Further non-limiting examples of the silicone film formersinclude silicone/(meth)acrylate copolymers, such as those as describedin U.S. Pat. Nos. 5,061,481, 5,219,560, and 5,262,087, the disclosuresof which are hereby incorporated by reference. Still furthernon-limiting examples of silicone film formers are non-polar siliconecopolymers comprising repeating units of at least one polar(meth)acrylate unit and vinyl copolymers grafted with at least onenon-polar silicone chain. Non-limiting examples of such copolymers areacrylates/dimethicone copolymers such as those commercially availablefrom Shin-Etsu, for example, the product sold under the tradenameKP-545, or acrylates/stearyl acrylate/dimethicone acrylates copolymers,such as those commercially available from Shin-Etsu, for example, theproduct sold under the tradename KP-561, and acrylates/behenylacrylate/dimethicone acrylates copolymer, such as those commerciallyavailable from Shin-Etsu, for example, the product sold under thetradename KP-562.

[0274] Other non-limiting examples of silicone film formers suitable foruse in the present invention are silicone esters comprising units offormulae (XIV) and (XV), disclosed in U.S. Pat. Nos. 6,045,782,5,334,737, and 4,725,658, the disclosures of which are herebyincorporated by reference:

R_(a)R^(E) _(b)SiO_([4-(a+b)/2])  (XIV); and

R′_(x)R^(E) _(y)SiO_(1/2)   (XV)

[0275] wherein

[0276] R and R′, which may be identical or different, are each chosenfrom optionally substituted hydrocarbon groups;

[0277] a and b, which may be identical or different, are each a numberranging from 0 to 3, with the proviso that the sum of a and b is anumber ranging from 1 to 3,

[0278] x and y, which may be identical or different, are each a numberranging from 0 to 3, with the proviso that the sum of x and y is anumber ranging from 1 to 3;

[0279] R^(E), which may be identical or different, are each chosen fromgroups comprising at least one carboxylic ester.

[0280] In one embodiment, R^(E) groups are chosen from groups comprisingat least one ester group formed from the reaction of at least one acidand at least one alcohol. In another embodiment, the at least one acidcomprises at least two carbon atoms. In another embodiment, the at leastone alcohol comprises at least ten carbon atoms. Non-limiting examplesof the at least one acid include branched acids such as isostearic acid,and linear acids such as behenic acid. Non-limiting examples of the atleast one alcohol include monohydric alcohols and polyhydric alcohols,such as n-propanol and branched etheralkanols such as(3,3,3-trimethylolpropoxy)propane.

[0281] Further non-limiting examples of the at least one silicone filmformer include liquid siloxy silicates and silicone esters such as thosedisclosed in U.S. Pat. No. 5,334,737, the disclosure of which is herebyincorporated by reference, such as diisostearoyl trimethylolpropanesiloxysilicate and dilauroyl trimethylolpropane siloxy silicate, whichare commercially available from General Electric under the tradenames SF1318 and SF 1312, respectively.

[0282] Yet further non-limiting examples of the at least one siliconefilm former include polymers comprising a backbone chosen from vinylpolymers, methacrylic polymers, and acrylic polymers and at least onechain chosen from pendant siloxane groups and pendant fluorochemicalgroups. Non-limiting examples of such polymers comprise at least oneunit derived from at least one A monomer, at least one unit derived fromat least one C monomer, at least one unit derived from D monomers, and,optionally, at least one unit derived from at least one B monomer,wherein:

[0283] A, which may be identical or different, are each chosen fromfree-radically-polymerizable acrylic esters of at least one alcoholchosen from 1,1,-dihydroperfluoroalkanols, omega-hydridofluoroalkanols,fluoroalkylsulfonamido alcohols, cyclic fluoroalkyl alcohols, andfluoroether alcohols, and analogs of any of the foregoing at least onealcohols, and free-radically-polymerizable methacrylic esters of atleast one alcohol chosen from 1,1,-dihydroperfluoroalkanols,omega-hydridofluoroalkanols, fluoroalkylsulfonamido alcohols, cyclicfluoroalkyl alcohols, and fluoroether alcohols, and analogs of any ofthe foregoing at least one alcohols;

[0284] B, which may be identical or different, are each chosen fromreinforcing monomers which are copolymerizable with at least one Amonomer;

[0285] C, which may be identical or different, are each chosen frommonomers having the formula:

X(Y)_(n)Si(R)_(3-m)Z_(m)

[0286] wherein

[0287] X is chosen from vinyl groups which are copolymerizable with atleast one A monomer and at least one B monomer,

[0288] Y is chosen from divalent allylene groups, divalent arylenegroups, divalent alkarylene groups, and divalent aralkylene groups,wherein the groups comprise from 1 to 30 carbon atoms, and furtherwherein the groups optionally further comprise at least one group chosenfrom ester groups, amide groups, urethane groups, and urea groups;

[0289] n is zero or 1;

[0290] m is a number ranging from 1 to 3;

[0291] R, which may be identical or different, are each chosen fromhydrogen, C₁-C₄ alkyl groups, aryl groups, and alkoxy groups; and

[0292] Z, which may be identical or different, are each chosen frommonovalent siloxane polymeric groups; and

[0293] D, which may be identical or different, are each chosen fromfree-radically-polymerizable acrylate copolymers andfree-radically-polymerizable methacrylate copolymers. Such polymers andtheir manufacture are disclosed in U.S. Pat. Nos. 5,209,924 and4,972,037, and WO 01/32737, the disclosures of which are herebyincorporated by reference.

[0294] Other non-limiting examples of the at least one silicone filmformer include silicone/acrylate graft terpolymers, for example, thosehaving the formula:

[0295] wherein

[0296] a, b, and c are present in a weight ratio of 69.9:0.1:30respectively,

[0297] R and R₁, which may be identical or different, are each chosenfrom hydrogen and C₁-C₆ alkyl groups; and

[0298] m is a number ranging from 100-150.

[0299] In an embodiment, m is chosen to provide a macromer having amolecular weight ranging from 8,000 to 12,000, such as 10,000. Inanother embodiment, m is a number ranging from 124-135, such as 130.Non-limiting examples of these copolymers are described in WO 01/32727A1, the disclosure of which is hereby incorporated by reference.

[0300] Still other examples of suitable silicone film formers includecopolymers comprising a backbone chosen from vinyl backbones,methacrylic backbones, and acrylic polymeric backbones and furthercomprising at least one pendant siloxane group. Non-limiting examples ofsuch polymers are disclosed in U.S. Pat. Nos. 4,693,935, 4,981,903,4,981,902, the disclosures of which are hereby incorporated byreference.

[0301] In an embodiment, the at least one copolymer comprises at leastone A monomer, at least one C monomer, and, optionally at least one Bmonomer, wherein the at least one A monomer is chosen fromfree-radically-polymerizable vinyl monomers,free-radically-polymerizable methacrylate monomers, andfree-radically-polymerizable acrylate monomers; the at least one Bmonomer, if present, is chosen from at least one reinforcing monomercopolymerizable with the at least one A monomer, and the at least one Cmonomer is chosen from monomers having the formula:

X(Y)_(n)Si(R)_(3-m)Z_(m)

[0302] wherein:

[0303] X is chosen from vinyl groups which are copolymerizable with theat least one A monomer and with the at least one B monomer;

[0304] Y is chosen from divalent groups;

[0305] n is zero or 1;

[0306] m is a number ranging from 1 to 3;

[0307] R, which may be identical or different, are each chosen fromhydrogen, optionally substituted C₁-C₁₀ alkyl groups, optionallysubstituted phenyl groups, and optionally substituted C₁-C₁₀ alkoxygroups; and

[0308] Z, which may be identical or different, are each chosen frommonovalent siloxane polymeric groups.

[0309] Non-limiting examples of A monomers include methacrylic acidesters of C₁₋C₁₂ linear alcohols, methacrylic acid esters of C₁₋C₁₂ ofbranched alcohols, styrene monomers, vinyl esters, vinyl chloridemonomers, vinylidene chloride monomers, and acryloyl monomers.

[0310] Non-limiting examples of B monomers include acrylic monomerscomprising at least one group chosen from hydroxyl, amino, and ionicgroups, and methacrylic monomers comprising at least one group chosenfrom hydroxyl, amino, and ionic groups. Non-limiting examples of ionicgroups include quaternary ammonium groups, carboxylate salts, andsulfonic acid salts.

[0311] The C monomers are the same as those described for the C monomersin the previous paragraphs.

[0312] Other non-limiting examples of the silicone film-former include acopolymer chosen from vinyl-silicone graft copolymers having thefollowing formula and vinyl-silicone block copolymers having thefollowing formula:

[0313] wherein

[0314] G₅, which may be identical or different, are each chosen fromalkyl groups, aryl groups, aralkyl groups, alkoxy groups, alkylaminogroups, fluoroalkyl groups, hydrogen, and -ZSA groups, wherein

[0315] A is chosen from vinyl polymeric segments comprising at least onepolymerized free-radically-polymerizable monomer, and

[0316] Z is chosen from divalent C₁₋C₁₀ alkylene groups, divalentaralkylene groups, divalent arylene groups, and divalent alkoxylalkylenegroups. In an embodiment Z is chosen from methylene groups and propylenegroups.

[0317] G₆, which may be identical or different, are each chosen fromalkyl groups, aryl groups, aralkyl groups, alkoxy groups, alkylaminogroups, fluoroalkyl groups, hydrogen, and -ZSA groups, as defined above;

[0318] G₂ comprises A;

[0319] G₄ comprises A;

[0320] R₁, which may be identical or different, are each chosen fromalkyl groups, aryl groups, aralkyl groups, alkoxy groups, alkylaminogroups, fluoroalkyl groups, hydrogen, and hydroxyl. In one embodiment,R₁ is chosen from C₁₋C₄ alkyl groups, such as methyl groups, andhydroxyl.

[0321] R₂, which may be identical or different, are each chosen fromdivalent C₁₋₁₀ alkylene groups, divalent arylene groups, divalentaralkylene groups, and divalent alkoxyalkylene groups. In oneembodiment, R₂ is chosen from divalent C₁₋C₃ alkylene groups anddivalent C₇₋C₁₀ aralkylene groups. In another embodiment, R₂ is chosenfrom —CH₂— groups and divalent 1,3-propylene groups.

[0322] R₃, which may be identical or different, are each chosen fromalkyl groups, aryl groups, aralkyl groups alkoxy groups, alkylaminogroups, fluoroalkyl groups, hydrogen, and hydroxyl. In one embodiment,R₃ is chosen from C₁₋C₄ alkyl groups and hydroxyl. In anotherembodiment, R₃ is chosen from methyl groups.

[0323] R₄, which may be identical or different, are each chosen fromdivalent C₁₋C₁₀ alkylene groups, divalent arylene groups, divalentaralkylene groups, and divalent alkoxyalkylene groups. In oneembodiment, R₄ is chosen from divalent C₁₋C₃ alkylene groups anddivalent C₇₋C₁₀ aralkylene groups. In another embodiment, R₄ is chosenfrom divalent —CH₂— groups and divalent 1,3-propylene groups.

[0324] x is a number ranging from 0 to 3;

[0325] y is a number greater than or equal to 5. In an embodiment, yranges from 10 to 270, and in another embodiment, y ranges from 40 to270.

[0326] q is a number ranging from 0 to 3;

[0327] Non-limiting examples of these polymers are described in U.S.Pat. No. 5,468,477, the disclosure of which is hereby incorporated byreference. A non-limiting example of such polymers ispoly(dimethylsiloxane)-g-poly(isobutyl methacrylate), which iscommercially available from 3M Company under the tradename VS 70 IBM.

[0328] According to preferred embodiments, the silicone film former ispresent in the composition in an amount ranging from 0.1% to 30% byweight relative to the total weight of the composition. Preferably, thesilicone film former is present in an amount ranging from 0.5% to 20% byweight relative to the total weight of the composition, and morepreferably from 1% to 10%. One of ordinary skill in the art willrecognize that the silicone film former of the present invention may becommercially available, and may come from suppliers in the form of adilute solution. The amounts of the silicone film former disclosedherein therefore reflect the weight percent of active material.

[0329] In a preferred embodiment, the polyorganosilxane polymer and thefilm forming agent are solid. The composition is prepared by heating thesolids sufficient to combine and form compositions as described herein.This combination of solid polyorganosilxane polymer and film formingagent provide beneficial transfer-resistant, long-wear compositions.

[0330] Organogelator

[0331] According to the invention, the composition comprises at leastone organogelator. An organogelator is defined herein to include anon-polymeric organic compound whose molecules may be capable ofestablishing, between themselves, at least one physical interactionleading to a self-aggregation of the molecules with formation of amacromolecular 3-D network which may be responsible for the gelation ofthe liquid fatty phase. The network can result from the formation of anetwork of fibrils (due to the stacking or aggregation oforganic-gelling molecules), immobilizing the molecules of the liquidfatty phase. Depending on the nature of the organogelator, theinterconnected fibrils have variable dimensions which may range up toone micron, or even several microns. These fibrils may occasionallycombine to form strips or columns.

[0332] The term “gelation” means a thickening of the medium which mayresult in a gelatinous consistency and even in a solid, rigidconsistency which does not flow under its own weight. The ability toform this network of fibrils, and thus the gelation, depends on thenature (or chemical category) of the organogelator, the nature of thesubstituents borne by its molecules for a given chemical category, andthe nature of the liquid fatty phase. For example, this gelation isreversible.

[0333] The physical interactions are diverse but may excludeco-crystallization. These physical interactions are, for instance,interactions chosen from self-complementary hydrogen interactions, πinteractions between unsaturated rings, dipolar interactions, andcoordination bonding with organometallic derivatives. The establishmentof these interactions may often be promoted by the architecture of themolecule, such as by rings, unsaturations, and the presence ofasymmetric carbons. In general, each molecule of an organogelator canestablish several types of physical interaction with a neighboringmolecule. Thus, in one embodiment, the molecules of the organogelatoraccording to the invention may comprise at least one group capable ofestablishing hydrogen bonding, e.g., at least two groups capable offorming hydrogen bonding; at least one aromatic ring, e.g., at least twoaromatic rings; at least one bond with ethylenic unsaturation; and/or atleast one asymmetric carbon. The groups capable of forming hydrogenbonding may, for example, be chosen from hydroxyl, carbonyl, amine,carboxylic acid, amide and benzyl groups.

[0334] The at least one organogelator of the invention may be soluble inthe liquid fatty phase at room temperature and atmospheric pressure.They may be solid or liquid at room temperature and atmosphericpressure.

[0335] Organogelator(s) which can be used in the invention are, forexample, those described in the document “Specialist Surfactants” editedby D. Robb, 1997, pp. 209-263, chapter 8, by P. Terech, and the Frenchpatent application nos. (FR-A-2796276) 99/09178 and 00/09317 (orFR-A-2811552), the disclosures of which are incorporated by referenceherein. The organogelators described in these documents are, forexample, chosen from:

[0336] hydroxylated carboxylic fatty acids having a linear or branchedaliphatic carbon chain containing, in one embodiment, at least 8 carbonatoms, such as at least 12 carbon atoms, for instance 12-hydroxystearicacid and 12-hydroxyoleic acid and salts thereof, such as alkali metalsalts (in particular Li, Na and K salts) and alkaline-earth metal (forexample Mg) salts or esters thereof resulting from esterification of amono alcohol or polyol having a linear or cyclic, saturated or not chainwith from 1 to 6 carbon atoms;

[0337] amides of carboxylic acids, such as tricarboxylic acids, forinstance the cyclohexanetricarboxamides (see patent applicationFR-A-2796276, the disclosure of which is incorporated by reference),these amides corresponding, for example, to formula (III) below;

[0338] amino acid amides or esters, for instance alanine esters andvaline amides (such as those described in the book “SpecialistSurfactants”);

[0339] N-acylamino acid amides, for instance the diamides resulting fromthe action of an N-acylamino acid with amines containing from 1 to 22carbon atoms, such as those disclosed in document WO-93/23008, thedisclosure of which is incorporated by reference, for example,N-acylglutamides in which the acyl group is a C₈ to C₂₂ alkyl chain, andN-laurylglutamic acid dibutylamide, such as the product sold or made bythe company Ajinomoto under the name GP-1;

[0340] diamides having hydrocarbon-based chains each containing from 1to 22 carbon atoms, for example, from 6 to 18 carbon atoms, thesehydrocarbon-based chains being optionally substituted with ester, ureaor fluoro groups (see patent application FR 00/09317, the disclosure ofwhich is incorporated by reference), these diamides being, for example,those of formula (II) hereafter; and such as those resulting from thereaction of diaminocyclohexane, for example, trans-diaminocyclohexane,and of acid chloride;

[0341] steroid amines or amides, such as those from deoxycholic acid,cholic acid, apocholic acid or lithocholic acid and salts thereof, forinstance D-17,17-dipropyl-17a-aza-5α-homoandrostan-3β-ol orD-17,17-dipropyl-17a-aza-5α-homoandrostan-3β-ol 17a-oxy;

[0342] compounds containing several aromatic rings (2 or 3), such asanthryl derivatives comprising at least 2 alkyl chains containing from 8to 30 carbon atoms, for instance 2,3-bis(n-decyloxy)anthracene or2,3-bis(n-decyloxy)anthraquinone, or comprising a steroid group, forinstance cholesteryl 4-(2-anthryloxy)butanoate or cholesterylanthraquinone-2-carboxylate and derivatives thereof;

[0343] azobenzene steroids such as those described in the book“Specialist Surfactants”;

[0344] organometallic compounds, for instance mononuclear copperβ-diketonate (the octasubstituted copper complex ofbis(3,4-nonyloxybenzoyl) methanes), binuclear copper tetracarboxylatesor the Zn (II) complexes of trisubstituted(para-carboxyphenyl)porphyrine;

[0345] surfactants in salt form comprising at least two linear orbranched alkyl chains, such as alkali metal or aluminium alkylphosphates comprising two alkyl chains containing from 8 to 30 carbonatoms, for instance the aluminium salt of hexadecyl phosphate (C₁₆DP-AI)or bis(2-ethylhexyl)phosphate and alkali metal (Na) salts thereof,bis(2-ethylhexyl) sulphosuccinate and the alkali metal (Na) saltsthereof;

[0346] benzylidene sorbitols or alditols and derivatives thereof, forinstance 1,3: 2,4-di-o-benzylidene-D-sorbitol;

[0347] cyclodipeptides which are cyclic condensates of two amino acidssuch as those disclosed in the book “Specialist Surfactants”;

[0348] cyclic compounds or alkylene compounds comprising two urea orurethane groups such as dialkylurea cyclohexane, having, for example,the formula (IV) below;

[0349] alkylaryl cyclohexanol derivatives in which the alkyl chain islinear or branched and comprises from 1 to 22 carbon atoms and the arylportion is, for example, a phenyl group, these derivatives being, forinstance, 4-tert-butyl-1-phenyl cyclohexanol;

[0350] callixarenes such as those mentioned in the book “SpecialistSurfactants”;

[0351] associations of 2,4,6-tri-aminopyrimidine substituted by an alkylchain and dialkyl barbituric acid, the alkyl chains of which are linearor branched and comprise from 1 to 22 carbon atoms;

[0352] compounds such as those described in the document WO-A-01/07007,the disclosure of which is herein incorporated by reference, and havingthe following formula (V):

Q-O—W—(CHOH)_(s)—W¹—O-Q¹   (V)

[0353] in which W and W¹, which may be identical or different, arechosen from

[0354] —CH₂—, —CO— and in which Q and Q¹, which may be identical ordifferent, are a hydrocarbon-based chain chosen from saturated orunsaturated linear or branched hydrocarbon-based chains containing atleast 6 carbon atoms, and in which s is an integer from 2 to 4; such asthe compounds in which W═W¹═—CH₂— and s=2 and the compounds in whichW═W¹═—CO— and s=4;

[0355] gluconamide derivatives such as those disclosed in the article R.J. H HAFKAMP, Chem. Commun., (1997), pages 545-46 and in the article, J.org. Chem, vol 64, N°2; 412-26 (1999), the disclosures of which areherein incorporated by reference and having a formula (VI):

R₁—NH—CO—[CH(OH)]₄—CH₂R₂   (VI)

[0356] in which R¹ is a hydrocarbon-based chain chosen from saturated orunsaturated linear, branched and cyclic hydrocarbon-based chains having1 to 30 carbon atoms ; this hydrocarbon-based chain optionally cancomprise at least one hetero atom such as N, O and S; and for examplethe compounds in which R₂═—O—CO—R₃ or —O—R₃ with R₃ chosen from linearand branched alkyl chains containing 1 to 20 carbon atoms, C₅-C₈cycloaliphatic and aromatic chains, C₅-C₈ heterocycles comprising N, Oor S atoms, and for example the compounds in which R₂ is a C₅-C₈saturated or unsaturated heterocycles comprising N, O, S atom such as R₂is imidazolyl group ; and

[0357] cyclic ether derivatives of compound of formula VI, having theformula VI′:

[0358] wherein R₁ and R₂ has the same meaning as defined in formula(VI).

[0359] bis oxalylamides of aminoacides such as those mentioned in thearticle M. JOKIC, J. chem. soc., chem. commun., pages 1723-24 (1995),the disclosure of which is herein incorporated by reference, and forexample having the formula VII

HOCO—CH(R₁)—NH—CO—CO—NH—CH(R₂)—COOH   (VII)

[0360] in which R₁ and R₂ may be identical or different, are a groupchosen from

—CH₂—CH(CH₃)₂; —C₆H₅; —CH₂—C₆H₅; —CH(CH₃)₂;

[0361] amide and urea derivatives of lysine ester such as thosementioned in the article K. HANABUSA, Chemistry Letters, p1070-71(2000), the disclosure of which is herein incorporated by reference,such as N^(ε)lauroyl-N^(α)-stearyl aminocarbonyl-L-lysine (ethyl ormethyl) ester and derivatives having a formula:C₁₁—H₂₃—CO—NH—(CH₂)₄—CH(COOR₁)—NH—CO—R₂;

[0362] in which R₁═—CH₃ or —C₂H₅ and R₂═—NH—(CH₂)₁₇—CH₃,—NH—(CH₂)_(n)—CH₃

[0363] derivatives from diamides benzene dicarboxylic of acides andvaline such as those mentioned in the article K. HANABUSA, ChemistryLetters, 767-8 (1999), the disclosure of which is herein incorporated byreference, and for example:

[0364] in which -L-Val—represents: —NH—CH(CH(CH₃)₂)—CO—,

[0365] monoalkyloxamides such as those disclosed by X. LUO, Chem.Commun., 2091-92, (2000), the disclosure of which is herein incorporatedby reference, and for example having the formula

R₁—NH—CO—CO—NH—R₂

[0366] In which R₁ and R₂ which can be identical or different are ahydrocarbon-based chain chosen from saturated or unsaturated linear,branched and cyclic hydrocarbon-based chains having 1 to 30 carbonatoms;

[0367] bolaamphiphiles having 1-glucosamide head, such as N,N′-bis(β-D-glucopyranosyl) alcane-1, n-dicarboxamide, these compoundsbeing mentioned in the article T. SHIMIZU, J. Am. Chem. Soc., 119,2812-18 (1997), the disclosure of which is herein incorporated byreference, and has the formula VIII:

[0368] in which n is an integer from 2 to 30, R is —H or —CO—R, in whichR₁ is a C₁-C₂₀ alkyl group, and for example the compound in which R

[0369] alkyl-2-ammonium-2-isobutylacetate p-toluene sulfonate such asthose disclosed by K. HANABUSA, Colloid Polym. Sci, 276, 252-59 (1998),the disclosure of which is herein incorporated by reference, and havingthe formula XII:

p-CH₃—C₆H₄—SO₃ ⁻ ⁺H₃N—CH(R₁)—CO—OR₂   (XII)

[0370] in which R₁═—CH₂—CH(CH₃)₂; —CH(CH₃)₂; —CH(CH₃)—CH₂—CH₃; —CH₂—C₆H₅

—CH₂—CH₂—CO—O—CH₂—(CH₂)₁₀—CH₃

[0371] and R₂═—CH₂—(CH₂)_(n)—CH₃ with n an integer from 4 to 12.

—(CH₂)₂—CH(CH₃)—(CH₂)₃—CH(CH₃)₂

[0372] cellobiose fatty esters, such a those mentioned in WO-A-00/61080,the disclosure of which is herein incorporated by reference, andWO-A-00/61081, the disclosure of which is herein incorporated byreference, and having the formula XIII:

[0373] in which R═—CO—R1 and R1=alkyl or alkylene group with 5 to 12carbon atoms.

[0374] diamides having the formula XIV or XV

R₂—X—CO—NH—R₁—NH—CO—X—R₂   (XIV) or

R₂—CO—NH—R₁—NH—CO—R₂   (XV)

[0375] in which R₁ is alkylene group chosen from C₁-C₅₀ linear, branchedand cyclic groups and C₅-C₈ arylene groups and alkylen groups comprisingC₁-C₄ alkyl group; and in which —X— represents —O— or —NH—; and in whichR₂, which may be identical or different is a C₈-C₆₀ saturated orunsaturated linear or branched hydrocarbon-based chain, at least one R₂comprising optionally a hydroxyl group or at least one hetero atom suchas N, O, S or Si.

[0376] and mixtures thereof.

[0377] In one embodiment, amino acid amides such as N-acylamino acidsand cyclohexane tricarboxamides, and mixtures thereof, are used.

[0378] Organogelator of Formula (II)

[0379] According to the invention, the organogelator may be a compoundof formula (II) below:

R—CO—NH-A-NH—CO—R′

[0380] in which:

[0381] R and R′, which may be identical or different, are chosen from ahydrogen atom and hydrocarbon-based chains chosen from saturated linear,saturated branched, saturated cyclic, unsaturated linear, unsaturatedbranched and unsaturated cyclic hydrocarbon-based chains containing from1 to 22 carbon atoms, for example from 6 to 18 carbon atoms, such asfrom 10 to 14 carbon atoms, optionally substituted with at least onegroup chosen from aryl (—C₆H₅), ester (—COOR″ with R″ being an alkylgroup containing 2 to 12 carbon atoms), amide (—CONHR″ with R″ being analkyl group containing from 2 to 12 carbon atoms), urethane (—OCONHR″with R″ being an alkyl group containing from 2 to 12 carbon atoms) andurea (—NHCONHR″ with R″ being an alkyl group containing from 2 to 12carbon atoms) groups; and/or optionally containing from 1 to 3 heteroatoms chosen from O, S and N; and/or optionally substituted with from 1to 4 halogen atoms, in particular fluorine atoms, and/or with from 1 to3 hydroxyl radicals,

[0382] with the proviso that R and/or R′ is other than hydrogen, and

[0383] A is chosen from saturated and unsaturated, linear, cyclic andbranched hydrocarbon-based chains containing from 1 to 18 carbon atoms,such as from 2 to 12 carbon atoms, and for example from 4 to 12 carbonatoms, optionally substituted with at least one group chosen from aryl(—C₆H₅), ester

[0384] (—COOR″ with R″ being an alkyl group containing from 2 to 12carbon atoms), amide (—CONHR″ with R″ being an alkyl group containingfrom 2 to 12 carbon atoms), urethane (—OCONHR″ with R″ being an alkylgroup containing from 2 to 12 carbon atoms) and urea (—NHCONHR″ with R″being an alkyl group containing from 2 to 12 carbon atoms) groups;and/or optionally containing from 1 to 3 hetero atoms chosen from O, Sand N; and/or optionally substituted with from 1 to 4 halogen atoms,such as fluorine atoms, and/or with from 1 to 3 hydroxyl radicals.

[0385] According to formula (II), the expression “unsaturatedhydrocarbon-based chain” means a chain which comprises at least one C═Cdouble bond or at least one C≡C triple bond, it being possible for thechain also to be optionally substituted with at least one group chosenfrom aryl, ester, amide, urethane and urea groups; and/or optionally tocomprise at least one hetero atom chosen from O, S and N; and/oroptionally to be substituted with at least one fluorine atom and/orhydroxyl radical. The expression “hydrocarbon-based chain according toformula (II) comprising an oxygen, sulphur or nitrogen atom” includes,in particular, a hydrocarbon-based chain comprising a carbonyl (C═O),amine (—NH₂ or —NH—), thiol (—SH), thioether or ether group.

[0386] The compounds, for example, correspond to the formula (II) inwhich:

[0387] A is chosen from saturated and unsaturated but non-aromatic,optionally branched hydrocarbon-based rings containing from 4 to 12carbon atoms, for example from 5 to 7 carbon atoms, optionallysubstituted with the substituents mentioned above and/or optionallycomprising at least one hetero-atom and/or optionally substituted withat least one halogen and/or hydroxyl radical;

[0388] R and R¹, which may be identical or different, are chosen from ahydrogen atom and hydrocarbon-based chains chosen from saturated linear,saturated branched, saturated cyclic, unsaturated linear, unsaturatedbranched and unsaturated cyclic hydrocarbon-based chains containing from10 to 16 carbon atoms, for example, from 12 to 14 carbon atoms, such asa saturated, linear hydrocarbon-based chain; or

[0389] A is a saturated hydrocarbon-based chain chosen from linear andbranched saturated hydrocarbon-based chains containing from 2 to 18carbon atoms, for example from 3 to 12 carbon atoms, optionallysubstituted with the substitutents mentioned above, and/or optionallycomprising at least one hetero atom and/or optionally substituted withat least one halogen and/or hydroxyl radical;

[0390] R and R′, which may be identical or different, are chosen from ahydrogen atom and a hydrocarbon-based chain chosen from saturatedlinear, saturated branched, saturated cyclic, unsaturated linear,unsaturated branched and unsaturated cyclic hydrocarbon-based chains,such as saturated, linear, hydrocarbon-based chains containing from 10to 20 carbon atoms, for example, from 11 to 18 carbon atoms;

[0391] or alternatively

[0392] A is chosen from aryl and aralkyl rings containing from 4 to 12carbon atoms, for instance from 5 to 8 carbon atoms, optionallysubstituted with the substituents mentioned above and/or optionallycomprising at least one hetero atom and/or optionally substituted withat least one halogen and/or hydroxyl radical;

[0393] R and R′, which may be identical or different, are chosen from ahydrogen atom and hydrocarbon-based chains chosen from saturated linear,saturated branched, saturated cyclic, unsaturated linear, unsaturatedbranched and unsaturated cyclic hydrocarbon-based chains, such as asaturated, linear, hydrocarbon-based chain, containing from 6 to 18carbon atoms, for example from 10 to 16 carbon atoms.

[0394] The radical A may be, for example, a divalent radical such ascyclohexylene, ethylene, propylene, isopropylene, butylene, isobutylene,pentylene, hexylene, dodecylene, dodecanylene, benzylene, phenylene,methylphenylene, bis-phenylene or naphthalene.

[0395] The radicals R and R′ may be chosen, independently of each other,from, for example, pentyl, hexyl, decyl, undecyl, dodecyl, pentadecyl,hexadecyl, heptadecyl, octadecyl, 3-dodecyloxypropionyl,3-octadecyloxy-propionyl, 3-dodecyloxypentyl, 3-octadecyloxypentyl and11-hydroxyheptadecyl radicals. In one embodiment R and R′ are identical.

[0396] When the radical A is cyclic, the radicals R—CO—NH— and R′—CO—NH—may be in an ortho, meta or para position. Moreover, they may be in acis or trans position relative to each other. In one embodiment, thecompounds of formula (II) is a mixture of cis and trans compounds.

[0397] The compounds of formula (II) may be chosen from the compoundscorresponding to one of the following formulae:

[0398] in which R and R′ have the same meanings as above.

[0399] Among the compounds which may be used as organogelators in thecomposition of the invention, mention may be made of:

[0400] N,N′-bis(dodecanoyl)-1,2-diaminocyclohexane, in particular intrans form (compound of formula (II) with R═R′=n-C₁₁H₂₃ andA=1,2-cyclohexylene divalent radical, also known as(2-dodecanoylaminocyclohexyl) dodecanamide. This compound is describedin particular in Hanabusa, K; Angew. Chem., 108, 1997,17, pages2086-2088,

[0401] N,N′-bis(dodecanoyl)-1,3-diaminocyclohexane, in particular intrans form (compound of formula (II) with R═R′=n-C₁₁H₂₃ andA=1,3-cyclohexylene divalent radical, also known as(3-dodecanoylaminocyclohexyl-dodecanamide),

[0402] N,N′-bis(dodecanoyl)-1,4-diaminocyclohexane, in particular intrans form (compound of formula (II) with R=n-C₁₁H₂₃ andA=1,4-cyclohexylene divalent radical, also known as(4-dodecanoylaminocyclohexyl) dodecanamide),

[0403] N,N′-bis(dodecanoyl)-1,2-ethylenediamine (compound of formula(II) with R═R′=n-C₁₁H₂₃ and A=1,2-ethylene divalent radical, also knownas (2-dodecanoylaminoethyl)dodecanamide),

[0404] N,N′-bis(dodecanoyl)-1-methyl-1,2-ethylenediamine (compound offormula (II) with R═R′=n-C₁₁H₂₃ and A=1-methyl-1,2-ethylene divalentradical, also known as (2-dodecanoylamino-2-methylethyl) dodecanamide),

[0405] N,N′-bis(dodecanoyl)-1,3-diaminopropane (compound of formula (II)with R═R′=n-C₁₁H₂₃ and A=1,3-propylene divalent radical, also known as(2-dodecanoylaminopropyl) dodecanamide),

[0406] N,N′-bis(dodecanoyl)-1,12-diaminododecane (compound of formula(II) with R═R′=n-C₁₁H₂₃ and A=1,12-dodecylene divalent radical, alsoknown as (2-dodecanoylaminododecyl) dodecanamide),

[0407] N,N′-bis(dodecanoyl)-3,4-diaminotoluene (compound of formula (II)with R═R′=n-C₁₁H₂₃ and A=1-methyl-3,4-phenylene divalent radical, alsoknown as (2-dodecanoylamino-4-methylphenyl) dodecanamide).

[0408] The compounds of formula (II) can be prepared according toprocesses that are well known to those skilled in the art.

[0409] In particular, they may be obtained by reacting a diamineH₂N-A-NH₂ with an acid chloride RCOCl and/or R′COCl with R and R′ havingthe above meaning, but other than a hydrogen atom, in an organic solventmedium which is compatible for carrying out the reaction (1 mol of acidchloride is used per 1 mol of diamine if it is desired to obtain acompound of formula (I) containing only one group R other than ahydrogen atom, or 2 mol of acid chloride RCOCl and/or R′COCl if it isdesired to obtain a compound of formula (II) with R and R′ other than ahydrogen atom). The reaction is preferably carried out in the presenceof a base capable of neutralizing the formation of the HCl releasedduring the reaction. The diamide formed is extracted from the reactionmedium according to the conventional extraction techniques that are wellknown to those skilled in the art.

[0410] The compounds of formula (II) can be prepared according toprocesses that are well known to those skilled in the art and can beused, alone or as a mixture, in the composition of the invention.

[0411] Standard preparation of the compounds of formula (II) for R═R′

[0412] The diamine and two equivalents of triethylamine are dissolved in50 ml of tetrahydrofuran. Two equivalents of acyl chloride dissolved inTHF are added and the reaction mixture is heated to the reflux point ofthe tetrahydrofuran, while monitoring the disappearance of the acylchloride by infrared spectroscopy (most typically, two hours). Thesolution is filtered from the precipitate, the organic phase isconcentrated and a liquid/liquid extraction is performed on the solidcompound obtained. The organic phase is subsequently dried and thenconcentrated, and the solid product obtained is recrystallized.

[0413] Organogelator of Formula (III)

[0414] in which:

[0415] R is identical or different and each is chosen from a hydrogenatom, a saturated linear hydrocarbon-based chain, and a saturatedbranched hydrocarbon-based chain, wherein said hydrocarbon-based chainscontain from 1 to 6 carbon atoms, for example from 1 to 4 carbon atoms;

[0416] Y is identical or different and each is a group chosen from thefollowing groups: —CO—S—R′; —CO—NHR′; —NH—COR′ and —S—COR′; in which R′is identical or different and each is chosen from:

[0417] a hydrogen atom;

[0418] an aryl group;

[0419] an aralkyl group, i.e., an aryl group substituted with ahydrocarbon-based chain chosen from saturated, linear hydrocarbon-basedchains and saturated, branched hydrocarbon-based chains, wherein thehydrocarbon based chain contains from 1 to 22 carbon atoms, for examplefrom 10 to 18 carbon atoms; and

[0420] a saturated hydrocarbon-based chain chosen from linear, branchedand cyclic hydrocarbon-based chains containing from 1 to 22 carbonatoms, for example from 10 to 18 carbon atoms, optionally substitutedwith at least one group chosen from aryl, ester, amide and urethanegroups; and/or optionally comprising at least one hetero atom chosenfrom O, S and N; and/or optionally substituted with at least onefluorine atom and/or hydroxyl radical.

[0421] R, for example, is chosen from a hydrogen atom.

[0422] Y, for example, is chosen from the groups —CO—NHR′ and —NH— COR′.

[0423] R′, for example, is chosen from an aryl group; an aralkyl groupin which the linear or branched alkyl chain contains from 12-16 carbonatoms; and a linear or branched C₁₁-C₁₈alkyl chain.

[0424] In one embodiment, Y is chosen from a group —CO—NHR′ in which R′is chosen from an aryl group substituted with a C₁₂-C₁₆ alkyl chainchosen from linear and branched C₁₁-C₁₆ alkyl chains; or R′ is chosenfrom an unsubstituted linear C₁₁-C₁₈ alkyl chain and an unsubstitutedbranched C₁₁-C₁₈alkyl chain.

[0425] The three substitutents represented by Y can be, in the compoundsof formula (III), in cis-cis, cis-trans or trans-trans conformationrelative to each other. In particular, at least one of thesesubstituents may be placed in an equatorial position on the cyclohexanering; for example, all the substituents Y are placed in an equatorialposition. In one embodiment, the compounds of formula (III) is a mixtureof cis-cis, cis-trans and/or trans-trans compounds.

[0426] Among the compounds of formula (III) which can be used as anorganogelator, alone or as a mixture, in the composition of theinvention, mention may be made of:

[0427] cis-1,3,5-tris(dodecylaminocarbonyl)cyclohexane,

[0428] cis-1,3,5-tris(octadecylaminocarbonyl )cyclohexane,

[0429] cis-1,3,5-tris[N-(3,7-dimethyloctyl)-aminocarbonyl]cyclohexane,

[0430]trans-1,3,5-trimethyl-1,3,5-tris(dodecylaminocarbonyl)cyclohexane, and

[0431]trans-1,3,5-trimethyl-1,3,5-tris(octadecylaminocarbonyl)cyclohexane.

[0432] The compounds of formula (Ill) are well known to those skilled inthe art and can be prepared according to the usual processes.

[0433] It is also possible to add to the composition an organic compoundas set forth in U.S. Pat. No. 6,156,325, the disclosure of which isincorporated by reference herein. Such compounds include urea urethaneshaving the following formula:

R—O—CO—NH—R′—NH—CO—NH—R″—NH—CO—NH—R′—N H—CO—OR

[0434] wherein R represents C_(n)H_(2n+1)— or C_(m)H_(2m+1)(C_(p)H_(2p)O)_(r)—; n represents an integer having a value of from 4 to22; m represents an integer having a value of from 1 to 18; p representsan integer having a value of from 2 to 4; and r represents an integerhaving a value of from 1 to 10,

[0435] R′ represents:

[0436] and R″ represents:

[0437] As is evident from the urea urethane formula above, the alkylgroups and alkyl portions designated for the R variable are saturated.

[0438] Organogelator of Formula (IV)

[0439] According to the invention the organogelator may be at least oneorganogelator of formula (IV);

RNHCONHANHCONHR

[0440] wherein A and R have the same definition as the one providedabove for formula (II), expressed most broadly as:

[0441] R, which may be identical or different, is each chosen from ahydrogen atom and hydrocarbon-based chains chosen from saturated linear,saturated branched, saturated cyclic, unsaturated linear, unsaturatedbranched and unsaturated cyclic hydrocarbon-based chains containing from1 to 22 carbon atoms, for example from 6 to 18 carbon atoms, optionallysubstituted with at least one group chosen from aryl (—C₆H₅), ester(—COOR″ with R″ being an alkyl group containing from 2 to 12 carbonatoms), amide (—CONHR″ with R″ being an alkyl group containing from 2 to12 carbon atoms), urethane (—OCONHR″ with R″ being an alkyl groupcontaining from 2 to 12 carbon atoms) and urea (—NHCONHR″ with R″ beingan alkyl group containing from 2 to 12 carbon atoms) groups; and/oroptionally containing from 1 to 3 hetero atoms chosen from O, S and N;and/or optionally substituted with from 1 to 4 halogen atoms, inparticular fluorine atoms, and/or with from 1 to 3 hydroxyl radicals,

[0442] with the proviso that at least one R is other than hydrogen,and

[0443] A is chosen from saturated and unsaturated, linear, cyclic andbranched hydrocarbon-based chains containing from 1 to 18 carbon atoms,such as from 2 to 12 carbon atoms, optionally substituted with at leastone group chosen from aryl (—C₆H₅), ester (—COOR″ with R″ being an alkylgroup containing from 2 to 12 carbon atoms), amide (—CONHR″ with R″being an alkyl group containing from 2 to 12 carbon atoms), urethane(—OCONHR″ with R″ being an alkyl group containing from 2 to 12 carbonatoms) and urea

[0444] (—NHCONHR″ with R″ being an alkyl group containing from 2 to 12carbon atoms) groups; and/or optionally containing from 1 to 3 heteroatoms chosen from O, S and N; and/or optionally substituted with from 1to 4 halogen atoms, such as fluorine atoms, and/or with from 1 to 3hydroxyl radicals.

[0445] In one embodiment, the inventive composition contains from 0.1%to 80% by weight of organogelator. In another embodiment, thecomposition contains from 0.5% to 60% by weight of organogelator, forexample, from 1% to 40% or from 2% to 30%, including all values andranges there between.

[0446] According to preferred embodiments, cosmetic compositionscomprising at least one polyorganosiloxane containing polymer and atleast one coloring agent are provided. Preferably, such colored cosmeticcompositions are lip compositions (for example, lipstick or liquid lipcolors) or foundations.

[0447] According to this embodiment, the at least one coloring agent ispreferably chosen from pigments, dyes, such as liposoluble dyes,nacreous pigments, and pearling agents.

[0448] Representative liposoluble dyes which may be used according tothe present invention include Sudan Red, DC Red 17, DC Green 6,β-carotene, soybean oil, Sudan Brown, DC Yellow 11, DC Violet 2, DCOrange 5, annatto, and quinoline yellow. The liposoluble dyes, whenpresent, generally have a concentration ranging up to 20% by weight ofthe total weight of the composition, such as from 0.0001% to 6%.

[0449] The nacreous pigments which may be used according to the presentinvention may be chosen from white nacreous pigments such as mica coatedwith titanium or with bismuth oxychloride, colored nacreous pigmentssuch as titanium mica with iron oxides, titanium mica with ferric blueor chromium oxide, titanium mica with an organic pigment chosen fromthose mentioned above, and nacreous pigments based on bismuthoxychloride. The nacreous pigments, if present, be present in thecomposition in a concentration ranging up to 50% by weight of the totalweight of the composition, such as from 0.1% to 20%, preferably from0.1% to 15%.

[0450] The pigments, which may be used according to the presentinvention, may be chosen from white, colored, inorganic, organic,polymeric, nonpolymeric, coated and uncoated pigments. Representativeexamples of mineral pigments include titanium dioxide, optionallysurface-treated, zirconium oxide, zinc oxide, cerium oxide, iron oxides,chromium oxides, manganese violet, ultramarine blue, chromium hydrate,and ferric blue. Representative examples of organic pigments includecarbon black, pigments of D & C type, and lakes based on cochinealcarmine, barium, strontium, calcium, and aluminum.

[0451] If present, the pigments may be present in the composition in aconcentration ranging up to 50% by weight of the total weight of thecomposition, such as from 0,5% to 40%, and further such as from 2% to30%. In the case of certain products, the pigments, including nacreouspigments, may, for example, represent up to 50% by weight of thecomposition.

[0452] According to preferred embodiments of the present invention, thecompositions comprising at least one polyorganosiloxane containingpolymer are anhydrous. By “anhydrous,” it is meant that the compositioncontains substantially no water (that is, less than about 0.1% by weightof the composition of water).

[0453] According to other preferred embodiments, the compositionscomprising at least one polyorganosiloxane containing polymer furthercomprise water. In this embodiment, water is preferably present in anamount ranging from about 0.1 to about 70%, preferably from about 0.5 to50%, and more preferably from about 1 to about 30% relative to the totalweight of the composition. Preferably, such water-containing cosmeticcompositions are lip compositions (for example, lipstick or liquid lipcolors), foundations or mascaras, and are emulsions or dispersions.

[0454] Additional Additives

[0455] The composition of the invention can also comprise any additiveusually used in the field under consideration. For example, dispersantssuch as poly(12-hydroxystearic acid), antioxidants, essential oils,preserving agents, fragrances, waxes, liposoluble polymers that aredispersible in the medium, fillers, neutralizing agents, cosmetic anddermatological active agents such as, for example, emollients,moisturizers, vitamins, essential fatty acids, sunscreens, and mixturesthereof can be added. Further examples of suitable additional componentscan be found in the references which have been incorporated by referencein this application, including but not limited to the applications fromwhich this application claims priority. Still further examples of suchadditional ingredients may be found in the International CosmeticIngredient Dictionary and Handbook (9^(th) ed. 2002).

[0456] A person skilled in the art will take care to select the optionaladditional additives and/or the amount thereof such that theadvantageous properties of the composition according to the inventionare not, or are not substantially, adversely affected by the envisagedaddition.

[0457] These substances may be selected variously by the person skilledin the art in order to prepare a composition which has the desiredproperties, for example, consistency or texture.

[0458] These additives may be present in the composition in a proportionfrom 0% to 20% (such as from 0.01% to 20%) relative to the total weightof the composition and further such as from 0.01% to 10% (if present).

[0459] Non-Limiting Examples of Such Additional Components Include:Active Agents

[0460] The composition of the present invention advantageously containsat least one cosmetic active agent and/or at least one dermatologicalactive agent, i.e., an agent having a beneficial effect on the skin,lips or body growths and/or at least one coloring agent.

[0461] Gelling Agent

[0462] The composition of the invention may also contain at least oneagent useful for gelling a liquid fatty phase. The gelling agentincreases the liquid fatty phase viscosity and leads to a solid orflowable composition when introduced in said fatty phase. The gellingagent does not encompass waxes, in the sense that it is not waxy.

[0463] The at least one gelling agent may be chosen from gelling agentsin polymeric form and gelling agents in mineral form.

[0464] In one embodiment, the at least one gelling agent is not solublein an aqueous phase or in water.

[0465] The gelling agent according to the present invention ispreferably selected from the group consisting of agents that gel viachemical reticulation and agents that gel via physical reticulation.

[0466] Gelling Agents That Gel Via Chemical Reticulation

[0467] According to one embodiment, crosslinked elastomericpolyorganosiloxanes of three-dimensional structure are preferred. Theseelastomeric silicones can bear hydrophile groups, such aspolyoxyethylene or copoly(oxyethylene/oxypropylene).

[0468] As elastomeric polyorganosiloxanes which can be used in theinvention, mention may be made of the crosslinked elastomericpolyorganosiloxanes described in application EP-A-0,295,886, thedisclosure of which is incorporated herein by reference. According tothat application, they are obtained by addition reaction andcrosslinking, in the presence of a platinum-type catalyst, of at least:

[0469] (a) a polyorganosiloxane having at least two C₂ to C₆ loweralkenyl groups per molecule; and

[0470] (b) a polyorganosiloxane having at least two hydrogen atomslinked to a silicon atom per molecule. It is also possible to use thepolyorganosiloxanes described in U.S. Pat. No. 5 266 321, the disclosureof which is incorporated by reference herein. According to that patent,they are chosen in particular from:

[0471] i) polyorganosiloxanes comprising R₂SiO and RSiO_(1.5) units andoptionally R₃SiO_(0.5) and/or SiO₂ units in which the radicals R,independently of each other, are chosen from a hydrogen, an alkyl suchas methyl, ethyl or propyl, an aryl such as phenyl or tolyl, anunsaturated aliphatic group such as vinyl, the weight ratio of the unitsR₂SiO to the units RSiO_(1.5) ranging from 1/1 to 30/1;

[0472] ii) polyorganosiloxanes which are insoluble and swellable insilicone oil, obtained by addition of an polyorganohydrogenosiloxane (1)and of a polyorganosiloxane (2) having unsaturated aliphatic groups suchthat the amount of hydrogen or of unsaturated aliphatic groups in (1)and (2) respectively ranges from 1 to 20 mol % when thepolyorganosiloxane is non-cyclic and from 1 to 50 mol % when thepolyorganosiloxane is cyclic. Optionally, these polyorganosiloxanes cancomprise from 1 to 40 oxyalkylene groups, such as oxypropylene and/oroxyethylene groups.

[0473] As examples of elastomeric polyorganosiloxanes which can be usedaccording to the invention, mention may be made of those sold or madeunder the names KSG6 from Shin-Etsu, Trefil E-505C or Trefil E-506C fromDow-Corning, Gransil from Grant Industries (SR-CYC, SR DMF10, SR-DC556)or those marketed in the form of preconstituted gels (KSG15, KSG17,KSG16, KSG18, KSG21 from Shin-Etsu, Gransil SR 5CYC gel, Gransil SR DMF10 gel, Gransil SR DC556 gel, SF 1204 and JK 113 from General Electricor emulsifying elastomers such as those sold under the names of KSG-210, KSG-30, KSG-31, KSG-32, KSG-33, KSG-40, KSG 41, KSG42, KSG43 andKSG-44 from Shin-Etsu. A mixture of these commercial products may alsobe used.

[0474] Gelling Agents That Gel Via Physical Reticulation

[0475] Gelling agents that gel via physical reticulation, in particularvia molecular muddling, hydrogen interactions, sequences incompatibilityor dipolar interactions, as well as liposoluble polymers having liquidcrystal groups, are preferred.

[0476] Gelling agents that gel via molecular muddling are polymershaving high molecular weights, preferably higher than 500 000, such assilicone gums.

[0477] The silicone gum can correspond to the formula:

[0478] in which:

[0479] R₇, R₈, R₁₁ and R₁₂ are identical or different, and each ischosen from alkyl radicals comprising from 1 to 6 carbon atoms,

[0480] R₉ and R₁₀ are identical or different, and each is chosen fromalkyl radicals comprising from 1 to 6 carbon atoms and aryl radicals,

[0481] X is chosen from alkyl radicals comprising from 1 to 6 carbonatoms, a hydroxyl radical and a vinyl radical,

[0482] n and p are chosen so as to give the silicone gum a viscosity ofgreater than 100 000 mPa.s, such as greater than 500 000 mPa.s.

[0483] In general, n and p can each take values ranging from 0 to 5 000,such as from 0 to 3 000.

[0484] Among the silicone gums which can be used according to theinvention, mention may be made of those for which:

[0485] the substituents R₇ to R₁₂ and X represent a methyl group, p=0and n=2 700, such as the product sold or made under the name SE30 by thecompany General Electric,

[0486] the substituents R₇ to R₁₂ and X represent a methyl group, p=0and n=2 300, such as the product sold or made under the name AK 500 000by the company Wacker,

[0487] the substituents R₇ to R₁₂ represent a methyl group, thesubstituent X represents a hydroxyl group, p=0 and n=2 700, as a 13%solution in cyclopentasiloxane, such as the product sold or made underthe name Q2-1401 by the company Dow Corning,

[0488] the substituents R₇ to R₁₂ represent a methyl group, thesubstituent X represents a hydroxyl group, p=0 and n=2 700, as a 13%solution in polydimethylsiloxane, such as the product sold or made underthe name Q2-1403 by the company Dow Corning, and

[0489] the substituents R₇, R₈, R₁₁, R₁₂ and X represent a methyl groupand the substituents R₉ and R₁₀ represent an aryl group, such that themolecular weight of the gum is about 600 000, for instance the productsold or made under the name 761 by the company Rhone-Poulenc (RhodiaChimie).

[0490] In preferred embodiments, the silicone gum correspond to thefollowing formula:

[0491] In this formula the terminal Si's can also be other than methyland may be represented with substitutions on the repeating Si such thatthe R group is an alkyl of 1 to 6 carbon atoms, which may be linear,branched and/or functionalized selected from methyl, ethyl, propyl,isopropyl, butyl, isobutyl, t-butyl, amyl, hexyl, vinyl, allyl,cycohexyl, phenyl, fluoroalkyl, and mixtures thereof. The silicone gumsemployed in the present invention may be terminated by triorganosilylgroups of the formula R′₃ where R′ is a radical of monovalenthydrocarbons containing from 1 to 6 carbon atoms, hydroxyl groups,alkoxyl groups and mixtures thereof. The silicone gums used in theinvention have an affinity with the structuring polymer and/or with thesilicone gum, and the liquid fatty phase, the polymer and the siliconegum form a physiologically acceptable medium.

[0492] A particularly preferred fluid diorganopolysiloxane polymer ispoly(dimethylsiloxane), herein referred to as PDMS. Also useful is amixture of silicone gums such as the commercially available DC 1503which is a blend of dimethicone and dimethiconol. Other useful siliconegums are DC 1428 fluid (Dow Corning) and those silicone gums describedin U.S. Pat. No. 4,574,082, the contents of which are incorporatedherein by reference.

[0493] In certain embodiments of the present invention, crystallinesilicone compounds are included in the compositions.

[0494] A crystalline silicone compound is a compound comprising siliconein its molecule, which is solid at room temperature, and has acrystalline character. This compound or class of compounds is compatiblewith the liquid fatty phase and the structuring agent.

[0495] The crystalline silicone compounds belong to a class of alkylsiloxane waxes corresponding to the formulae below:

 [(CH₃)₃SiO]₂(CH₃)SiR

(CH₃)₃SiO[(CH₃)₂SiO]_(x)(RCH₃SiO)_(y)Si(CH₃)₃

[0496] This could also be written as

R₃SiO[(CH₃)₂SiO]_(x)(RCH₃SiO)_(y)SiR₃

[0497] where R is an alkyl chain. x may be 0. The substituent R may beas low as 1 or as high as 50 or more as long as this silicone compoundcrystallizes at room temperature.

[0498] Examples of crystalline silicone compounds include, but are notlimited to, C20-24 Alkyl Methicone, C24-28 Alkyl Dimethicone, C20-24Alkyl Dimethicone, C24-28 Alkyl Dimethicone commercially available fromArchimica Fine Chemicals, Gainesville, Fla. under the designation ofSilCare 41M40, SilCare 41M50, SilCare 41M70 and SilCare 41M80. StearylDimethicone available as SilCare 41M65 from Archimica or as DC-2503 fromDow-Corning, Midland, Mich. Similarly, stearoxytrimethylsilane sold asSilCare 1M71 or DC-580 may be used in an embodiment of this invention.Furthermore, similar crystalline compounds are available from DegussaCare Specialties, Hopewell, Va. under the designation ABIL Wax 9810,9800, or 2440, or Wacker-Chemie GmbH, Burghausen, Germany, under thedesignation BelSil SDM 5055, or OSi Specialties, Greenwich, Conn. underthe designation Silsoft. Other crystalline silicone compounds includeC30-45 Alkyl Methicone available from Dow Corning as AMS-C30 Wax, aswell as GE's SF1642, or SF-1632 available from General Electric,Fairfield, Conn.

[0499] Gelling agents that gel the liquid fatty phase via hydrogeninteractions are preferably chosen in the group consisting of:

[0500] amino silicones polymers having triazinyl groups or pyrimidinylgroups bound to amino groups of amino silicones as described in patentapplication EP 0 751 170, the disclosure of which is incorporated hereinby reference,

[0501] non-silicone polyamides, ends of which bear ester or triamidesfunctions, such as compounds described in patents and patentapplications U.S. Pat. No. 5 783 657, U.S. Pat. No. 6 268 466, WO01/95871, WO 00/40216, U.S. Pat. No. 2002/0035237, and EP 1 068 856, thedisclosure of which are incorporated herein by reference,

[0502] polyurethanes, such as compounds described in patent applicationsDE 10022247 and FR 2 814 365, the disclosure of which are incorporatedherein by reference, and

[0503] vinyl and/or (meth)acrylic polymers bearing lateral groups thatcan create mutual hydrogen interactions, such as compounds described inpatent application WO 93/01797, the disclosure of which is incorporatedherein by reference.

[0504] Gelling agents that gel the liquid fatty phase via sequencesincompatibility are preferably selected from the group consisting of:

[0505] block (di ou tri blocks) copolymers, such aspolystyrene-silicone, or polyethylene-silicone, described in patentsU.S. Pat. No. 6,225,390, U.S. Pat. No. 6,160,054, U.S. Pat. No.6,174,968 and U.S. Pat. No. 6,225,390, the disclosures of which areincorporated herein by reference,

[0506] block or grafted copolymers comprising a silicone sequence andanother sequence or graft that is polyvinyl or poly(meth)acrylic, suchas those described in patents U.S. Pat. No. 5,468,477 et U.S. Pat. No.5,725,882, the disclosures of which are incorporated herein byreference.

[0507] polymers or copolymers resulting from the polymerization orcopolymerization of an ethylenic monomer, comprising one or moreethylenic, preferably conjugated, bonds (or dienes),

[0508] polymers or copolymers resulting from the polymerization orcopolymerization of an ethylenic monomer, in particular use may be madeof vinyl, acrylic or methacrylic copolymers which may be blockcopolymers, such as diblock or triblock copolymers, or even multiblockor starburst or radial copolymers. The at least one ethylenic gellingagent may comprise, for example, a styrene block (S), an alkylstyreneblock (AS), an ethylene/butylene block (EB), an ethylene/propylene block(EP), a butadiene block (B), an isoprene block (I), an acrylate block(A), a methacrylate block (MA) or a combination of these blocks.

[0509] In one embodiment, a copolymer comprising at least one styreneblock is used as gelling agent or ethylenic rheological agent. Atriblock copolymer and in particular those of thepolystyrene/polyisoprene or polystyrene/ polybutadiene type, such asthose sold or made under the name “Luvitol HSB” by BASF and those of thepolystyrene/copoly(ethylene-propylene) type or alternatively of thepolystyrene/copoly(ethylene/butylene) type, such as those sold or madeunder the brand name “Kraton” by Shell Chemical Co. or Gelled Permethyl99A by Penreco, may be used. Styrene-methacrylate copolymers can also beused.

[0510] As ethylenical gelling agent which can be used in the compositionof the invention, mention may be made, for example, of Kraton (G1650(SEBS), Kraton G1651 (SEBS), Kraton G1652 (SEBS), Kraton G1657X (SEBS),Kraton G1701X (SEP), Kraton G1702X (SEP), Kraton G1726X (SEB), KratonG1750X (EP) multiarm, Kraton G1765X (EP) multiarm, Kraton D-1101 (SBS),Kraton D-1102 (SBS), Kraton D-1107 (SIS), Gelled Permethyl 99A -750,Gelled Permethyl 99A-753-58 (mixture of starburst block polymer andtriblock polymer), Gelled Permethyl 99A-753-59 (mixture of starburstblock polymer and triblock polymer), Versagel 5970 and Versagel 5960from Penreco (mixture of starburst polymer and triblock polymer inisododecane), and OS 129880, OS 129881 and OS 84383 from Lubrizol(styrene-methacrylate copolymer).

[0511] Di or triblocks such as polystyrene-copoly(ethylene/propylene) orpolystyrene-copoly(ethylene/butylene) such as those described in patentapplications WO 98/38981 and U.S. 2002/0055562, the disclosures of whichare hereby incorporated by reference, are also included in the presentinvention.

[0512] Gelling agents that gel via dipolar interactions are preferablychosen from compounds describes in documents WO 01/30886 et U.S. Pat.No. 6,228,967, the disclosures of which are incorporated herein byreference. Ionized groups of said compounds, for example zwitterionicgroups, create said dipolar interactions.

[0513] Gelling agents such as liposoluble polymers having liquid crystalgroups are also preferred according to the present invention, especiallyliposoluble polymers whose backbone is silicone, vinyl and/or(meth)acrylic and that possess des lateral liquid crystal groups, inparticular compounds described in patent application FR 2 816 503, thedisclosure of which is incorporated herein by reference.

[0514] In another embodiment, the at least one gelling agent may be inmineral form with particle sizes that cause little or no lightscattering. Thus, it may be possible to obtain a translucent or eventransparent composition.

[0515] As modified clays which can be used, mention may be made ofhectorites modified with an ammonium chloride of a C₁₀ to C₂₂ fattyacid, such as hectorite modified with distearyidimethylammoniumchloride, also known as quatermium-18 bentonite, such as the productssold or made under the names Bentone 34 by the company Rheox, ClaytoneXL, Claytone 34 and Claytone 40 sold or made by the company SouthernClay, the modified clays known under the name quaternium-18 benzalkoniumbentonites and sold or made under the names Claytone H T, Claytone G Rand Claytone P S by the company Southern Clay, the clays modified withstearyidimethylbenzoylammonium chloride, known as steralkoniumbentonites, such as the products sold or made under the names ClaytoneAPA and Claytone AF by the company Southern Clay, and Baragel 24 sold ormade by the company Rheox.

[0516] As other mineral gelling agents, which can be used in theinvention, mention may be made of silica, such as fumed silica. Thefumed silica may have a particle size, which may be nanometric tomicrometric, for example ranging from about 5 nm to 200 nm.

[0517] The fumed silicas may be obtained by high-temperature hydrolysisof a volatile silicon compound in a hydrogen-oxygen flame, producing afinely divided silica. This process makes it possible to obtainhydrophilic silicas that have a large number of silanol groups at theirsurface. Such hydrophilic silicas are sold or made, for example, underthe names “Aerosil 130®”, “Aerosil 200®”, “Aerosil 255®”, “Aerosil 300®”and “Aerosil 380®” by the company Degussa, and “CAB-O-SIL HS-50”,“CAB-O-SIL EH-5®”, “CAB-O-SIL LM-130®”, “CAB-O-SIL MS-559” and“CAB-O-SIL M-5®” by the company Cabot.

[0518] It is thus possible to chemically modify the surface of thehydrophilic silica by chemical reaction, producing a reduction in thenumber of silanol groups. The silanol groups can be replaced, forexample, with hydrophobic groups: this then gives a hydrophobic silica.The hydrophobic groups may be:

[0519] trimethylsiloxyl groups, which are obtained in particular bytreating fumed silica in the presence of hexamethyldisilazane. Silicasthus treated are known as “silica silylate” according to the CTFA (6thedition, 1995). They are sold or made, for example, under the references“Aerosil R812®” by the company Degussa and “CAB-O-SIL TS-530®” by thecompany Cabot;

[0520] dimethylsilyloxyl or polydimethylsiloxane groups, which areobtained in particular by treating fumed silica in the presence ofpolydimethylsiloxane or dimethyldichlorosilane. Silicas thus treated areknown as “silica dimethyl silylate” according to the CTFA (6th edition,1995). They are sold or made, for example, under the references “AerosilR972®” and “Aerosil R974®” by the-company Degussa, and “CAB-O-SILTS-610®” and “CAB-O-SIL TS-720®” by the company Cabot;

[0521] groups derived from reacting fumed silica with silane alkoxidesor siloxanes. These treated silicas are, for example, the products soldor made under the reference “Aerosil R805®” by the company Degussa.

[0522] According to the invention, hydrophobic silica, such as fumedsilica, may be used as lipophilic gelling agent. The use of fumed silicamakes it possible to obtain a translucent or even transparentcomposition, in particular in the form of a stick, which does not exude,in the absence of opacifying particles such as waxes, fillers andpigments (including nacres).

[0523] The at least one liposoluble gelling agent can allow theexudation of the composition to be limited and can allow its stabilityto be increased, while at the same time conserving the composition'sglossy appearance, which is not possible with waxes such as those usedconventionally in cosmetics and dermatology. These gelling agents can beused, for example, at concentrations of from 0.05% to 35% relative tothe total weight of the composition, for example from 0.5% to 20% orfrom 1% to 10%.

[0524] In addition, short chain esters may be included in thecompositions of the present invention.

[0525] According to the invention, the esters may either be monoesters,diesters or polyesters. These esters may be linear, branched or cyclic,saturated or unsaturated. These esters should preferably be branched andsaturated. They may also be aliphatic or aromatic.

[0526] These esters may have from 6 to 25 carbon atoms and particularlyfrom 14 to 22 carbon atoms. They may be chosen amongst acid estershaving from 2 to 18 carbon atoms, and particularly amongst alcoholesters having from 2 to 20 carbon atoms or amongst polyols having from 2to 8 carbon atoms or their mixtures, on condition that the number ofcarbon atoms is higher than 10, so that the ester is not volatile andpenetrates the skin.

[0527] Particularly, these esters are hydrocarbon-based esters whichcorrespond to the following formula RCOOR′ where R represents a residueof fatty acid having from 1 to 29 carbon atoms, and R′ represents ahydrocarbon-based chain containing from 2 to 30 carbon atoms, oncondition that the number of carbon atoms in R′ is higher than 10, sothat the ester is not volatile and penetrates the skin.

[0528] The ester may be chosen among a non-limitative list including thefollowing:

[0529] Neopentanoic acid esters such as isodecyl neopentanoate,isotridecyl neopentanoate, isostearyl neopentanoate, octyldocecylneopentanoate,

[0530] Isononanoic acid esters such as isononyl isononanoate, octylisononanoate, isodecyl isononanoate, isotridecyl isononanoate,isostearyl isononanoate, ethylhexyl isononanoate,

[0531] Isopropylic alcohol esters, such as isopropyl myristate,isopropyl palmitate, isopropyl stearate or isostearate, isopropyllaurate, diisopropyl adipate,

[0532] Alkyl or polyalkyl octanoates, decanoates or ricinoleates, suchas cetyl octanoate, tridecyl octanoate,

[0533] Polyalkylene glycol esters, such as polyethylene glycoldiheptanoate, hexanoate-2-diethyl propylene glycol and their mixtures,

[0534] Benzoate alkyls particularly benzoate alkyls having from 12 to 15carbon atoms,

[0535] Hydroxylated esters such as isotearyl lactate and diisostearylmalate, and

[0536] Pentaerythritol esters.

[0537] Examples of short chain esters also include purcellin oil(cetostearyl octanoate), ethylhexyl ethylhexanoate, dicapryl ester,2-ethylhexyl palmitate, 2-ethyl-palmitate and isostearyl isostearate.

[0538] The isononyl isononanoate and diisostearyl malate areparticularly suited for the embodiment of this invention.

[0539] This or these hydrocarbon-based ester(s) may be used in thecomposition at a percentage of 5 to 90%, notably of 10 to 60%,particularly of 20 to 50% by weight of the total weight of thecomposition.

[0540] The mass ratio between the short chain ester, if present, and thepolyorganosiloxane containing polymer is preferably between 1/4 and 2/1,more preferably between 1/3 and 1/1.

[0541] Additional ingredients which offer similar cosmetic properties asthe short chain esters are short chain ethers which may be representedas

J-O—K

[0542] where J and K are identical or different and represent a linearor branched alkyl radical from 1 to 40 carbon atoms, preferably from 7to 19 carbon atoms, possibly including one or more double bonds. Anexample of such an ether includes dicapryl ether.

[0543] Waxes

[0544] The composition can optionally contain one or more waxes toimprove the structuring in stick form, although this rigid form can beobtained in the absence of wax. For the purposes of the presentinvention, a wax is a lipophilic fatty compound that is solid at roomtemperature (25° C.) and atmospheric pressure (760 mmHg, i.e. 101 KPa),which undergoes a reversible solid/liquid change of state, having amelting point of greater than 40° C. and further such as greater than55° C. and which may be up to 200° C., and having an anisotropic crystalorganization in the solid state. The size of the crystals is such thatthe crystals diffract and/or scatter light, giving the composition acloudy, more or less opaque appearance. By bringing the wax to itsmelting point, it is possible to make it miscible with oils and to forma microscopically homogeneous mixture, but on returning the temperatureof the mixture to room temperature, recrystallization of the wax in theoils of the mixture is obtained. It is this recrystallization in themixture which is responsible for the reduction in the gloss of themixture. Thus, the composition advantageously contains little or no wax,and in particular less than 5% wax.

[0545] For the purposes of the invention, the waxes are those generallyused in cosmetics and dermatology; they are, for example, of naturalorigin, for instance beeswax, carnauba wax, candelilla wax, ouricurywax, Japan wax, cork fiber wax, sugar cane wax, paraffin wax, lignitewax, microcrystalline waxes, lanolin wax, montan wax, ozokerites andhydrogenated oils such as hydrogenated jojoba oil as well as waxes ofsynthetic origin, for instance polyethylene waxes derived from thepolymerization of ethylene, waxes obtained by Fischer-Tropsch synthesis,fatty acid esters and glycerides that are solid at 40° C., for example,at above 55° C., silicone waxes such as alkyl- andalkoxy-poly(di)methylsiloxanes and/or poly(di)methyl-siloxane estersthat are solid at 40° C., for example, at above 55° C.

[0546] According to the invention, the melting point values correspondto the melting peak measured by the “Differential Scanning Calorimetry”method with a temperature rise of 5 or 10° C./min.

[0547] Liposoluble or Dispersible Polymers

[0548] The composition of the invention also can contain at least onepolymer that is liposoluble or dispersible in the medium, other than thepolyorganosiloxane containing polymer, and may have film-formingproperties and may have, for example, an average molecular weight offrom 500 to 1,000,000, such as from 1,000 to 500,000, and for example,further such as from 5,000 to 100,000, and even further such as from5,000 to 20,000. This at least one liposoluble polymer may contributetowards increasing the viscosity and/or improving the staying power ofthe film. The at least one liposoluble polymer can have a softeningpoint of not more than 30° C.

[0549] As examples of liposoluble polymers which can be used in theinvention, mention may be made of: polyalkylenes, in particularpolybutene, poly(meth)acrylates, alkylcelluloses with a linear orbranched, saturated or unsaturated C₁ to C₈ alkyl radical, such asethylcellulose and propylcellulose, silicone polymers that arecompatible with the fatty phase, as well as vinylpyrrolidone (VP)copolymers, and mixtures thereof.

[0550] Vinylpyrrolidone copolymers, copolymers of a C₂ to C₃₀, such asC₃ to C₂₂ alkene, and combinations thereof, can be used. As examples ofVP copolymers which can be used in the invention, mention may be made ofVP/vinyl acetate, VP/ethyl methacrylate, butylated polyvinylpyrrolidone(PVP), VP/ethyl methacrylate/methacrylic acid, VP/eicosene,VP/hexadecene, VP/triacontene, VP/styrene or VP/acrylic acid/laurylmethacrylate copolymer.

[0551] Not only for the staying power properties but also for the feeland consistency properties of the film, the PVP/hexadecene copolymerhaving an average molecular weight of from 7,000 to 7,500 oralternatively the PVP/eicosene copolymer having an average molecularweight of from 8,000 to 9,000 can be used.

[0552] The liposoluble or dispersible polymers in the composition of theinvention can be also used in an amount of from 0.01% to 20% (as activematerial) relative to the total weight of the composition, such as, forexample, from 1% to 10%, if they are present.

[0553] Emollients

[0554] Emollients and/or humectants that may be used in the compositionsof the invention include glycerin, propylene glycol, and emollients andother similar ingredients disclosed in the International CosmeticIngredient Dictionary and Handbook Vol. 4 (9^(th) ed. 2002), moreparticularly the emollients disclosed on pages 2930-2936. The disclosureof the International Cosmetic Ingredient Dictionary and Handbook Vol. 4,pages 2930-2936, is hereby incorporated by reference.

[0555] Surfactants

[0556] The compositions of the invention may further include formulationaids which are usually employed in the field of application envisaged.The formulation aids used in the present invention can be, but are notlimited to, surfactants. Useful surfactants include, but are not limitedto, organic and organosilicone emulsifiers for water-in-oil systems.Examples of organic emulsifiers include any ethoxylated surfactantsknown in the art such as Polysorbate-20, Laureth-7, Laureth-4, Sepigel®305 available from SEPPIC and other similar ingredients disclosed in theInternational Cosmetic Ingredient Dictionary and Handbook Vol. 4 (9^(th)ed. 2002), more particularly the emulsifiers disclosed on pages2962-2971. The disclosure of the International Cosmetic IngredientDictionary and Handbook Vol. 4, pages 2962-2971, is hereby incorporatedby reference. Examples of organosilicone emulsifiers include cetyldimethicone copolyol-polyglyceryl-4-isostearate-hexylaurate (ABIL® WE09) available from Goldschmidt Chemical Corporation, Cetyl DimethiconeCopolyol (ABIL® EM 90), (ABIL® EM 97), Laurylmethicone Copolyol (5200),Cyclomethicone (and) Dimethicone Copolyol (DC 5225 C and DC 3225 C)available from GE Silicones, Cyclopentasiloxane & Dimethicone Copolyol(GE SF 1528) or any other formulation aids known by one of skill in theart.

[0557] Plasticizers

[0558] Plasticizers may also be added to the compositions to improve theflexibility and cosmetic properties of the resulting formulation.Plasticizers are materials which soften synthetic polymers. They arefrequently required to avoid brittleness and cracking of film formers.One skilled in the art may routinely vary the amount of plasticizerdesired based on the properties desired and the application envisaged.Plasticizers useful in the practice of the invention include lecithin,polysorbates, dimethicone copolyol, glycols, citrate esters, glycerin,dimethicone, and other similar ingredients disclosed in theInternational Cosmetic Ingredient Dictionary and Handbook Vol. 4 (9^(th)ed. 2002), more particularly the plasticizers disclosed on page 2927.The disclosure of the International Cosmetic Ingredient Dictionary andHandbook Vol. 4, page 2927, is hereby incorporated by reference.

[0559] Sunscreens

[0560] In one embodiment, the composition may contain sunscreens. Incertain embodiments, the combination of the polysiloxane-containingpolymer when combined with one or more sunscreens improves, quitesignificantly, the overall SPF value of the composition relative to acomposition without the polysiloxane-containing polymer.

[0561] Sunscreens may be inorganic nanoparticles or organic compounds.In one embodiment the nanoparticles are inorganic compounds composedessentially of metal oxides. Suitable metal oxides comprise one or moreof iron oxide, aluminum oxide, zirconium oxide, vanadium oxide, niobiumoxide, tantalum oxide, chromium oxide, molybdenum oxide, tungsten oxide,cobalt oxide, nickel oxide, cerium cupric oxide, zinc oxide, tin oxide,antimony oxide titanium dioxide and mixtures thereof, among others. Inyet another embodiment titanium dioxide and zinc oxide are used. Withoutbeing limited to theory, in most cases the metal oxide nanoparticlesprovide a sun protection benefit by diffracting the ultraviolet light.The elemental size of 1 nanoparticle is typically from less than 1 μm insize, including from about 100 nm to about 500 nm, including about 200nm to about 350 nm.

[0562] Sunscreens according to this invention which are chemicalabsorbers actually absorb harmful ultraviolet radiation. It is wellknown that chemical absorbers are classified, depending on the type ofradiation they protect against, as either UV-A or UV-B absorbers. UV-Aabsorbers generally absorb radiation in the 320 to 400 nm region of theultraviolet spectrum. UV-A absorbers include anthranilates,benzophenones, and dibenzoyl methanes. UV-B absorbers generally absorbradiation in the 280 to 320 nm region of the ultraviolet spectrum. UV-Babsorbers include p-aminobenzoic acid derivatives, camphor derivatives,cinnamates, and salicylates.

[0563] Classifying the chemical absorbers generally as UV-A or UV-Babsorbers is accepted within the industry. However, a more preciseclassification is one based upon the chemical properties of thesunscreens. There are eight major classifications of sunscreen chemicalproperties which are discussed at length in “Sunscreens—Development,Evaluation and Regulatory Aspects,” by N. Shaath et al., 2nd. Edition,pages 269-273, Marcel Dekker, Inc. (1997). This discussion, in itsentirety, is incorporated by reference herein.

[0564] The sunscreens which may be formulated according to the presentinvention typically comprise chemical absorbers, but may also comprisephysical blockers. Exemplary sunscreens which may be formulated into thecompositions of the present invention are chemical absorbers such asp-aminobenzoic acid derivatives, anthranilates, benzophenones, camphorderivatives, cinnamic derivatives, dibenzoyl methanes, diphenylacrylatederivatives, salicylic derivatives, triazine derivatives, benzimidazolecompounds, bis-benzoazolyl derivatives, methylenebis-(hydroxyphenylbenzotriazole) compounds, the sunscreen polymers andsilicones, or mixtures thereof. These are variously described in U.S.Pat. Nos. 2,463,264, 4,367,390, 5,166,355 and 5,237,071 and inEP-0,863,145, EP-0,517,104, EP-0,570,838, EP-0,796,851, EP-0,775,698,EP-0,878,469, EP-0,933,376, EP-0,893,119, EP-0,669,323, GB-2,303,549,DE-1,972,184 and WO-93/04665, also expressly incorporated by reference.

[0565] A wide variety of sunscreens is described in U.S. Pat. No.5,087,445, issued to Haffey et al. on Feb. 11, 1992; U.S. Pat. No.5,073,372, issued to Turner et al. on Dec. 17, 1991; and Chapter VIII ofCosmetics and Science and Technology by Segarin et al., pages 189 etseq. (1957), all of which are incorporated herein by reference in theirentirety.

[0566] Non-limiting examples of sunscreens which may be formulated intothe compositions of the instant invention include those selected fromamong: aminobenzoic acid, amyldimethyl PABA, cinoxate, diethanolaminep-methoxycinnamate, digalloyl trioleate, dioxybenzone, 2-ethoxyethylp-methoxycinnamate, ethyl 4-bis(hydroxypropyl)aminobenzoate,2-ethylhexyl-2-cyano-3,3-diphenylacrylate, ethylhexylp-methoxycinnamate, 2-ethylhexyl salicylate, glyceryl aminobenzoate,homomenthyl salicylate, homosalate, 3-imidazol-4-ylacrylic acid andethyl ester, methyl anthranilate, octyldimethyl PABA,2-phenylbenzimidazole-5-sulfonic acid and salts, red petrolatum,sulisobenzone, titanium dioxide, triethanolamine salicylate,N,N,N-trimethyl-4-(2-oxoborn-3-ylidene methyl)anillinium methyl sulfate,and mixtures thereof.

[0567] Sunscreens active in the UV-A and/or UV-B range can also include:

[0568] p-aminobenzoic acid,

[0569] oxyethylene (25 mol) p-aminobenzoate,

[0570] 2-ethylhexyl p-dimethylaminobenzoate,

[0571] ethyl N-oxypropylene p-aminobenzoate,

[0572] glycerol p-aminobenzoate,

[0573] 4-isopropylbenzyl salicylate,

[0574] 2-ethylhexyl 4-methoxycinnamate,

[0575] methyl diisopropylcinnamate,

[0576] isoamyl 4-methoxycinnamate,

[0577] diethanolamine 4-methoxycinnamate,

[0578] 3-(4′-trimethylammunium)-benzyliden-bornan-2-one methylsulfate,

[0579] 2-hydroxy-4-methoxybenzophenone,

[0580] 2-hydroxy-4-methoxybenzophenone-5-sulfonate,

[0581] 2,4-dihydroxybenzophenone,

[0582] 2,2′,4,4′-tetrahydroxybenzophenone,

[0583] 2,2′-dihydroxy-4,4′dimethoxybenzophenone,

[0584] 2-hydroxy-4-n-octoxybenzophenone,

[0585] 2-hydroxy-4-methoxy-4′-methoxybenzophenone,

[0586] -(2-oxoborn-3-ylidene)-tolyl-4-sulfonic acid and soluble saltsthereof,

[0587] 3-(4′-sulfo)benzyliden-bornan-2-one and soluble salts thereof,

[0588] 3-(4′methylbenzylidene)-d,l-camphor,

[0589] 3-benzylidene-d,l-camphor,

[0590] benzene 1,4-di(3-methylidene-10-camphosulfonic) acid and saltsthereof (the product Mexoryl SX described in U.S. Pat. No. 4,585,597issued to Lange et al. on Apr. 29, 1986, hereby incorporated byreference),

[0591] urocanic acid,

[0592]2,4,6-tris[p-(2′-ethylhexyl-1′-oxycarbonyl)-anilino]-1,3,5-triazine,

[0593]2-[(p-(tertiobutylamido)anilino]-4,6-bis-[(p-(2′-ethylhexyl-1′-oxycarbonyl)anilino]-1,3,5-triazine,

[0594]2,4-bis{[4-(2-ethyl-hexyloxy)]-2-hydroxy]-phenyl}-6-(4-methoxy-phenyl)-1,3,5-triazine(“TINOSORB S” marketed by Ciba),

[0595] the polymer of N-(2 et4)-[(2-oxoborn-3-yliden)methyl]benzyl]-acrylamide,

[0596] 1,4-bisbenzimidazolyl-phenylen-3,3′,5,5′-tetrasulfonic acid andsalts thereof,

[0597] the benzalmalonate-substituted polyorganosiloxanes,

[0598] the benzotriazole-substituted polyorganosiloxanes (DrometrizoleTrisiloxane),

[0599] dispersed2,2′-methylene-bis-[6-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)phenol]such as that marketed under the trademark MIXXIM BB/100 by FairmountChemical, or micronized in dispersed form thereof such as that marketedunder the trademark TINOSORB M by Ciba-Geigy, and

[0600] solubilized2,2′-methylene-bis-[6-(2H-benzotriazol-2-yl)4-(methyl)phenol] such asthat marketed under the trademark MIXXIM BB/200 by Fairmount Chemical.

[0601] Typically, combinations of one of more of these sunscreens areused.

[0602] The dibenzoyl methane derivatives other than avobenzone aredescribed, for example, in FR-2,326,405, FR-2,440,933 and EP-0,114,607,hereby expressly incorporated by reference.

[0603] Other dibenzoyl methane sunscreens other than avobenzone include(whether singly or in any combination):

[0604] 2-methyidibenzoylmethane

[0605] 4-methyldibenzoylmethane

[0606] 4-isopropyldibenzoylmethane

[0607] 4-tert.-butyldibenzoylmethane

[0608] 2,4-dimethyldibenzoylmethane

[0609] 2,5-dimethyldibenzoylmethane

[0610] 4,4′-diisopropyldibenzoylmethane

[0611] 4,4′-dimethoxydibenzoylmethane

[0612] 2-methyl-5-isopropyl-4′-methoxydibenzoylmethane

[0613] 2-methyl-5-tert.-butyl-4′-methoxydibenzoylmethane

[0614] 2,4-dimethyl-4′-methoxydibenzoylmethane

[0615] 2,6-dimethyl-4-tert.-butyl-4′-methoxydibenzoylmethane

[0616] Additional sunscreens that can be used are described in pages2954-2955 of the International Cosmetic Ingredient Dictionary andHandbook (9^(th) ed. 2002).

[0617] The sunscreens are generally present in the compositionsaccording to the invention in proportions ranging from 0.1 to 30% byweight with respect to the total weight of the composition andpreferably ranging from 0.2 to 15% by weight with respect to the totalweight of the composition. Compositions of the invention preferably havea SPF of 30 and above, including 35, 40, 45, etc.

[0618] Fillers

[0619] According to the present invention, the compositions may furthercomprise at least one filler. As used herein, the term “filler” meansany particle that is solid at room temperature and atmospheric pressure,used alone or in combination, which does not react chemically with thevarious ingredients of the emulsion and which is insoluble in theseingredients, even when these ingredients are raised to a temperatureabove room temperature and in particular to their softening point ortheir melting point. In an embodiment, the at least one filler has amelting point at least greater than 1700° C., for example, greater than2000° C. In an embodiment, the at least one filler may have an apparentdiameter ranging from 0.01 μm to 150 μm, such as from 0.5 μm to 120 μm,for example from 1 μm to 80 μm. An apparent diameter corresponds to thediameter of the circle into which the elementary particle fits along itsshortest dimension (thickness for leaflets). Further, the at least onefiller may be absorbent, i.e., capable in particular of absorbing theoils of the composition and also the biological substances secreted bythe skin, may be surface-treated, e.g., to make it lipophilic, and/ormay be porous so as to absorb the sweat and/or sebum secreted by theskin.

[0620] The at least one filler may be chosen from inorganic and organicfillers, and may have any shape such as lamellar, spherical and/oroblong. Non-limiting examples of the at least one inert filler includetalc, mica, silica, kaolin, polyamide powders (such as Nylon® powder,and such as the product sold by Atochem as Orgasol®), poly-β-alaninepowders, polyethylene powders, acrylic polymer powders (such aspolymethyl methacrylate (PMMA) powder, for instance the product sold byWacker as Covabead LH-85 (particle size 10-12 μm) and the acrylic acidcopolymer powder sold by Dow Corning as Polytrap®),polytetrafluoroethylene (Teflon®) powders, lauroyllysine, boron nitride,silica, kaolin, starch, starch derivatives, hollow polymer microspheres(such as those hollow polymer microspheres formed from polyvinylidenechloride and acrylonitrile, for instance the product sold by NobelIndustrie as Expancel®), and polymerized silicone microspheres (such asthose polymerized silicone microspheres sold by Toshiba as Tospearl®),precipitated calcium carbonate, magnesium carbonate and hydrocarbonate,hydroxyapatite, ceramic microcapsules, polyester particles and coatedelastomers such as products sold under the denomination KSP (KSP100, KSP200, KSP 300) sold by Shin Etsu and/or those described in U.S. Pat. No.5,538,793, the disclosure of which is hereby incorporated by reference.

[0621] The composition according to the invention can be in the form ofa tinted or non tinted dermatological composition or a care compositionfor keratin materials such as the skin, the lips and/or superficial bodygrowths, in the form of an antisun composition or make-up-removingproduct in stick form. It can be used in particular as a care base forthe skin, superficial body growths or the lips (lip balms, forprotecting the lips against cold and/or sunlight and/or the wind, orcare cream for the skin, the nails or the hair). As defined herein, adeodorant product is personal hygiene product and does not relate tocare, make-up or treatment of keratin materials, including keratinousfibers.

[0622] The composition of the invention may also be in the form of acolored make-up product for the skin, in particular a foundation,optionally having care or treating properties, a blusher, a face powder,an eye shadow, a concealer product, an eyeliner, a make-up product forthe body; a make-up product for the lips such as a lipstick, optionallyhaving care or treating properties; a make-up product for superficialbody growths such as the nails or the eyelashes, in particular in theform of a mascara cake, or for the eyebrows and the hair, in particularin the form of a pencil.

[0623] Needless to say, the composition of the invention should becosmetically or dermatologically acceptable, i.e., it should contain anon-toxic physiologically acceptable medium and should be able to beapplied to the skin, superficial body growths or the lips of humanbeings. For the purposes of the invention, the expression “cosmeticallyacceptable” means a composition of pleasant appearance, odor, feeland/or taste.

[0624] According to preferred embodiments of the present invention,methods of treating, caring for and/or making up keratinous materialsuch as skin, lips, hair and mucous membranes by applying compositionsof the present invention to the keratinous material in an amountsufficient to treat, care for and/or make up the keratinous material areprovided.

[0625] According to other preferred embodiments, methods of covering orhiding defects associated with keratinous material such as imperfectionsor discolorations by applying compositions of the present invention tothe keratinous material in an amount sufficient to cover or hide suchdefects are provided.

[0626] According to yet other preferred embodiments, methods ofenhancing the appearance of keratinous material by applying compositionsof the present invention to the keratinous material in an amountsufficient to enhance the appearance of the keratinous material areprovided.

[0627] In accordance with the three preceding preferred embodiments, thecompositions of the present invention comprising at least onepolyorganosiloxane containing polymer, preferably apolysilicone-polyamide copolymer, are applied topically to the desiredarea of the skin in an amount sufficient to treat, care for and/or makeup the keratinous material, to cover or hide defects associated withkeratinous material, skin imperfections or discolorations, or to enhancethe appearance of keratinous material. The compositions may be appliedto the desired area as needed, preferably once or twice daily, morepreferably once daily and then preferably allowed to dry beforesubjecting to contact such as with clothing or other objects. Thecomposition is preferably applied to the desired area that is dry or hasbeen dried prior to application. Most preferably, the compositionfurther comprises at least one film forming agent, at least one volatileoil, or a mixture thereof and/or pigments.

[0628] According to a preferred embodiment of the present invention,compositions having improved cosmetic properties such as, for example,improved long wear, transfer resistance or waterproof properties areprovided. The improved properties may also be chosen from improvedflexibility, wearability, drying time or retention as well as reducedtackiness or migration over time.

[0629] The present invention also envisages kits and/or prepackagedmaterials suitable for consumer use containing one or more compositionsaccording to the description herein. The packaging and applicationdevice for any subject of the invention may be chosen and manufacturedby persons skilled in the art on the basis of their general knowledge,and adapted according to the nature of the composition to be packaged.Indeed, the type of device to be used can be in particular linked to theconsistency of the composition, in particular to its viscosity; it canalso depend on the nature of the constituents present in thecomposition, such as the presence of volatile compounds.

[0630] Unless otherwise indicated, all numbers expressing quantities ofingredients, reaction conditions, and so forth used in the specificationand claims are to be understood as being modified in all instances bythe term “about.” Accordingly, unless indicated to the contrary, thenumerical parameters set forth in the following specification andattached claims are approximations that may vary depending upon thedesired properties sought to be obtained by the present invention.

[0631] Notwithstanding that the numerical ranges and parameters settingforth the broad scope of the invention are approximations, the numericalvalues set forth in the specific examples are reported as precisely aspossible. Any numerical value, however, inherently contain certainerrors necessarily resulting from the standard deviation found in theirrespective measurements. The following examples are intended toillustrate the invention without limiting the scope as a result. Thepercentages are given on a weight basis.

EXAMPLE 1 Foundation

[0632] Phase Ingredient Name % w/w A Cyclopentasiloxane and Dimethicone8.00 Copolyol¹ Polyglyceryl-4-isostearate 3.50 and Hexyl Laurate andCetyl PEG/PPG-10/1 Dimethicone² Treated Pigments 9.90 B1 Volatile Oil16.10 Siloxane based polyamide³ 1.00 Silicone Acrylates⁴ 12.00 B2Fillers 6.00 B3 Preservative 0.40 Disteardimonium Hectorite 0.60Propylene Carbonate 0.20 C Water 40.00 Magnesium Sulfate 1.00Preservatives 0.70 Non-ionic emulsifier 0.50 100.00

[0633] Phase A ingredients were mixed well and ground with a Silversonhomogenizer at a speed of 6000 rpm. Separately the phase B1 ingredientswere heated to 80 to 85° C. with stirring for 10-15 minutes or untildissolution of the siloxane based polyamide. Phase A and B1 were thencombined in the main beaker and mixed well at 70 to 75° C. Phase B2 wasadded to the main beaker and was mixed well or until uniform. In aseparate side beaker, phase C was heated to 70 to 75° C. Emulsificationwas carried out by adding phase C to main beaker with the use of ahomogenizer at medium/high speed. The batch was cooled to roomtemperature with a paddle stirring.

[0634] This composition exhibited good wear, excellenttransfer-resistance after drying, good water resistance and feltcushiony.

EXAMPLE 2 Foundation

[0635] Phase Ingredient Name % w/w A Cyclopentasiloxane and Dimethicone8.00 Copolyol¹ Polyglyceryl-4-isostearate 3.50 and Hexyl Laurate andCetyl PEG/PPG-10/1 Dimethicone² Pigments 9.90 B1 Volatile Oil 26.10Siloxane based polyamide³ 3.00 B2 Fillers 6.00 B3 Preservative 0.40Disteardimonium Hectorite 0.60 Propylene Carbonate 0.20 C Water 40.00Magnesium Sulfate 1.00 Preservatives 0.70 Non ionic emulsifier 0.50100.00

[0636] Phase A ingredients were mixed well and ground with a Silversonhomogenizer at a speed of 6000 rpm. Separately the phase B1 ingredientswere heated to 80 to 85° C. with stirring for 10-15 minutes or untildissolution of the siloxane based polyamide. Phase A and B1 were thencombined in the main beaker and mixed well at 70 to 75° C. Phase B2 wasadded to the main beaker and was mixed well or until uniform.Disteardimonium Hectorite was added to the main beaker and dispersedwell before adding the rest of phase B3 ingredients. In a separate sidebeaker, phase C was heated to 70 to 75° C. Emulsification was carriedout by adding phase C to the main beaker with the use of a homogenizerat medium/high speed. The batch was cooled to room temperature with apaddle stirring.

[0637] This composition exhibited good transfer-resistance after drying,good water resistance and felt cushiony.

EXAMPLE 3 Foundation

[0638] Phase Ingredient Name % w/w A Cyclopentasiloxane and Dimethicone8.00 Copolyol¹ Polyglyceryl-4-isostearate 3.50 and Hexyl Laurate andCetyl PEG/PPG-10/1 Dimethicone² Treated Pigments 9.90 B1 Volatile Oil26.10 Siloxane based polyamide³ 2.00 TiO₂/Silicone-Acrylates⁴ 12.00 B2Fillers 6.00 B3 Preservative 0.40 Disteardimonium Hectorite 1.00Propylene Carbonate 0.30 C Water 40.00 Magnesium Sulfate 1.00Preservatives 0.70 Laureth-4 0.50 100.00

[0639] Phase A ingredients were mixed well and ground with a Silversonhomogenizer at a speed of 6000 rpm. Separately the phase B1 ingredientswere heated to 80 to 85° C. with stirring for 10-15 minutes or untildissolution of the siloxane based polyamide. Phase A and B1 were thencombined in the main beaker and mixed well at 70 to 75° C. Phase B2 wasadded to the main beaker and was mixed well or until uniform.Disteardimonium Hectorite was added to the main beaker and dispersedwell before adding the rest of phase B3 ingredients. In a separate sidebeaker, phase C was heated to 70 to 75° C. Emulsification was carriedout by adding phase C to the main beaker with the use of a homogenizerat medium/high speed. The batch was cooled to room temperature with apaddle stirring.

[0640] This composition exhibited good transfer-resistance after drying,good water resistance and felt cushiony.

EXAMPLE 4 Foundation

[0641] Phase Ingredient Name % w/w A Oil Soluble Sunscreen 4.00Cyclopentasiloxane and Dimethicone 8.00 Copolyol¹ Treated Pigments 9.90B Volatile Oil 26.10 Siloxane based 3.00 polyamide²Polyglyceryl-4-isostearate 3.50 and Hexyl Laurate and Cetyl PEG/PPG-10/1Dimethicone³ Preservative 0.20 C Fillers 6.04 D Water 42.16 MagnesiumSulfate 1.00 Preservatives 0.30 Laureth-4 0.50 E Water 1.00 Preservative0.30 100.00

[0642] Phase A ingredients were mixed well and ground with a Silversonhomogenizer at a speed of 6000 rpm. Separately the phase B ingredientswere heated to 80 to 85° C. with stirring for 10-15 minutes or untildissolution of siloxane polyamide. Phase A and B were then combined inthe main beaker and mixed well at 60 to 65° C. Phase C ingredients(powders) were added to the main beaker and were mixed until uniform.Phase D was heated to 65 to 70° C. in a separate side beaker.Emulsification was carried out by adding phase D to main beaker with theuse of a homogenizer at medium/high speed. Cool the batch to 40 to 45°C., then add phase E slowly with good mixing. The batch was then cooledto room temperature with a paddle stirring.

[0643] This composition had good wear, exhibited transfer resistance andwater resistance while feeling cushion

EXAMPLE 5 Foundation

[0644] Phase Ingredient Name % w/w A Oil Soluble Sunscreen 4.00Cyclopentasiloxane and Dimethicone 8.00 Copolyol¹ Cyclopentasiloxane8.00 and Diphenyl Dimethicone² Treated Pigments 10.00 B1 Volatile Oil18.00 Siloxane based polyamide³ 3.00 Polyglyceryl-4-isostearate 3.50 andHexyl Laurate and Cetyl PEG/PPG-10/1 Dimethicone⁴ Preservative 0.20Fillers 6.04 D Water 42.16 Emollient 10.00 Magnesium Sulfate 1.00Preservatives 0.30 Laureth-4 0.50 E Water 1.00 Preservative 0.30 100.00

[0645] Phase A ingredients were mixed well and ground with a Silversonhomogenizer at a speed of 6000 rpm. Separately the phase B ingredientswere heated to 80 to 85° C. with stirring for 10-15 minutes or untildissolution of siloxane polyamide. Phase A and B were then combined inthe main beaker and mixed well at 60 to 65° C. Phase C ingredients(powders) were added to the main beaker and were mixed until uniform.Phase D was heated to 65 to 70° C. in a separate side beaker.Emulsification was carried out by adding phase D to main beaker with theuse of a homogenizer at medium/high speed. Cool the batch to 40 to 45°C., then add phase E slowly with good mixing. The batch was then cooledto room temperature with a paddle stirring.

[0646] This composition exhibited good wear, transfer resistance andwater resistance

EXAMPLE 6 Lipstick

[0647] Ingredient Name Trade name % w/w Dimethicone 20cst DC200 20cs(Dow 39.04 Corning) Polyglyceryl-2-diisostearate Dermol DGDIS 40.00Pigments 0.96 Polyamidodimethylsiloxane¹ DC2-8179 15.0 Diisostearylmalate Schercemol DSIM Qsp 100

[0648] The ingredients are added together in a beaker, heated to about80-85° C. while mixing. Once homogeneous, the mixture is milled at 60 to65° C. until well dispersed. Once dispersed, the mixture was dischargedfrom the mill, transferred to a mixing kettle and heated to 90-95° C.The mill was rinsed with diisostearyl malate for 10-15 minutes and thecontents transferred to the mixing kettle. The mixture was mixed untiluniform and then poured into molds.

[0649] This composition was supple and elastic.

EXAMPLE 7 Lipstick

[0650] Phase Ingredient Name Trade name % w/w A Dimethicone 20cst DC20020cs (Dow 20.0 Corning) A Polyglyceryl-2-diisostearate Dermol DGDIS 20.5A Diisostearyl malate Schercemol DSIM 6.0 A Phenyltrimethicone BelsilPDM 1000 20.0 A Phenyltrimethicone DC 556 10.0 BPolyamidodimethylsiloxane¹ DC2-8179 20.0 C Pigments 1.5 C Fillers 2.0

[0651] Phase A ingredients were added one by one in a mixing kettleheated to 90-95° C. and mixed until homogeneous. Phase B was added andmixed until homogeneous at 90-95° C. Phase C was added and mixed well.The resulting mixture is poured into molds and allowed to cool to formsticks.

[0652] This composition was supple and elastic.

EXAMPLE 8 Lip Gloss

[0653] Ingredient Trade Name % w/w Film Former SA-70 from 3M 20.0Polyamidodimethylsiloxane¹ DC2-8179 8.0 Phenyltrimethicone DC 556 65.1Pigments 6.9

[0654] This composition was supple and elastic.

[0655] The film forming polymer is introduced under agitation with amagnetic stirrer after the rest of the formula has been heated. Thegloss is introduced into a container and applied using a sponge typeapplicator.

[0656] The composition exhibits better wear when compared with one notcontaining a film forming polymer.

EXAMPLES 9-20

[0657] The preparation procedures for the following examples are assuch:

[0658] Composition Without Pigments:

[0659] Mix Phase A until uniform and heat to 110° C.;

[0660] When the temperature of the oil bath reaches 110° C., add phase Bwith agitation until melted and the phase is uniform;

[0661] Mix the mass and let cool to 90°-95° C.;

[0662] Pour the bulk into lipstick molds.

[0663] Composition With Pigments:

[0664] Charge a portion of Phase A (the oil phase) into a Disconti Mill;

[0665] Heat to about 65° C. to 70° C.;

[0666] Add the pigments (Phase C). Mill for 40-45 minutes at 65° C. to70° C. Check the dispersion for the absence of clumps. This forms thecolor phase;

[0667] Melt the wax and polymer structuring agent (Phase B) by heatingto 105° C.-110° C. in a melting kettle;

[0668] Discharge the color phase from the mill

[0669] Rinse the mill with the remaining oil phase for 20-30 minutes;

[0670] Complete the color phase with the rinse residual;

[0671] Add the color phase into the melting kettle and heat to 103°C.-105° C.;

[0672] Mix for 20-30 minutes until homogeneous;

[0673] Let cool to 90° C.-95° C. and pour the bulk into lipstick molds.

EXAMPLE 9 Lip Composition

[0674] Ingredient INCI Name Ingredient Trade Name % w/w Phase AHydrogenated Polyisobutene Polysynlane V 10.00 Polygyceryl-2Diisostearate Dermol DGDIS 10.00 Diisostearyl Malate Schercemol DISM16.00 Phenyltrimethicone DC 556 10.00 Isononyl isononanoate Wickenol 15119.95 Dimethicone and DC 1503 Fluid 10.00 Dimethiconol Phase BPolyamidodimethylsiloxane Example 3 of 16.00 U.S. Pat. No. 5,981,680Phase C Pigments Pigments 3.05 Mica Mica Micro C-3000 2.00 SilicaMSS-500/3H 1.00 Mica and Titanium Dioxide Timiron Super Silver 2.00

EXAMPLE 10 Lip Composition

[0675] Ingredient INCI Name Ingredient Trade Name % w/w Phase APolyglyceryl-2 diisostearate Dermol DGDIS 31.00 Dimethicone Dow Corning200, 5 cSt 14.89 Dimethicone and DC 1403 5.00 dimethiconol C12-15 AlkylBenzoate Finsolv TN ™ 9.00 Isododecyl neopentanoate DUB VCI 10 10.00Phase B C30-45 alkyl dimethicone SF-1642 10.00 PolyamidodimethylsiloxaneExample 3 of 15.00 U.S. Pat. No. 5,981,680 Phase C Pigments 5.11

EXAMPLE 11 Lip Balm

[0676] Ingredient INCI Name Ingredient Trade Name % w/w Phase APolyglyceryl-2 diisostearate Dermol DGDIS 43.0 Dimethicone Dow Corning200, 5 cSt 30.0 C12-15 Alkyl Benzoate Finsolv TN ™ 9.0 Dimethicone DC1428 Fluid 4.0 Phase B Stearyl Dimethicone DC 2503 Cosmetic Wax 4.0Polyamidodimethylsiloxane Example 3 of 10.0 U.S. Pat. No. 5,981,680

[0677] The composition is hydrating, offers good shine, is comfortableto wear and has a silky feel.

EXAMPLE 12 Thick Pasty Lipstick

[0678] Ingredient INCI Name Ingredient Trade Name % w/w Phase AHydrogenated Polyisobutene Polysynlane V 10.00 Polygyceryl-2Diisostearate Dermol DGDIS 10.00 Diisostearyl Malate Schercemol DISM16.00 Phenyltrimethicone DC 556 10.00 Isononyl isononanoate Wickenol 15119.95 Dimethicone and DC 593 Fluid 10.00 Trimethylsiloxy silicate PhaseB Polyamidopolysiloxane Example 3 according to 16.00 U.S. Pat. No. 5 981680 Phase C Pigments Pigments 3.05 Mica Mica Micro C-3000 2.00 SilicaMSS-500/3H 1.00 Mica and Titanium Dioxide Timiron Super Silver 2.00

EXAMPLE 13 Lip Balm

[0679] Ingredient INCI Name Ingredient Trade Name % w/w Phase APolyglyceryl-2 diisostearate Dermol DGDIS 47.0 Dimethicone Dow Corning200, 5 cSt 30.0 C12-15 Alkyl Benzoate Finsolv TN ™ 9.0 Phase B StearylDimethicone DC 2503 Cosmetic Wax 4.0 Polyamidodimethylsiloxane Example 3according to 10.00 U.S. Pat. No. 5 981 680

[0680] This composition provided moisturizing, shine, comfort and asilky feel.

EXAMPLE 14 Lipstick

[0681] Ingredient INCI Name Ingredient Trade Name % w/w Phase APolyglyceryl-2 diisostearate Dermol DGDIS 36.00 Dimethicone Dow Corning200, 5 cSt 14.89 C12-15 Alkyl Benzoate Finsolv TN ™ 9.00 Isododecylneopentanoate DUB VCI 10 10.00 Phase B C30-45 alkyl dimethicone SF-164210.00 Polyamidodimethylsiloxane Example 3 according to 15.00 U.S. Pat.No. 5 981 680 Phase C Pigments 5.11

[0682] This composition provided long wear, shine, comfort and a silkyfeel.

EXAMPLE 15 Lipstick

[0683] Ingredient INCI Name Ingredient Trade Name % w/w Phase APolyglyceryl-2 diisostearate Dermol DGDIS 47.0 Dimethicone Dow Corning200, 5 cSt 30.0 C12-15 Alkyl Benzoate Finnsolv TN 9.0 Phase B StearylDimethicone DC 2503 Cosmetic Wax 4.0 Polyamidodimethylsiloxane Example 3according to 10.00 U.S. Pat. No. 5 981 680

[0684] The composition exhibited good hydration properties with goodskin feel.

EXAMPLE 16 Lipstick

[0685] Ingredient INCI Name Ingredient Trade Name % w/w Phase APolyglyceryl-2 diisostearate Dermol DGDIS 36.00 Dimethicone Dow Corning200, 5 cSt 14.89 C12-15 Alkyl Benzoate Finnsolv TN 9.00 Isododecylneopentanoate DUB VCI 10 10.00 Phase B C30-45 alkyl dimethicone SF-164210.00 Polyamidodimethylsiloxane Example 3 according to 15.00 U.S. Pat.No. 5 981 680 Phase C Pigments 5.11

[0686] The composition was non tacky, with a silky skin feel and goodwear.

EXAMPLE 17 Lipstick

[0687] Ingredient INCI Name Ingredient Trade Name % w/w Phase AHydrogenated Polyisobutene Polysynlane V 10.00 Polyglyceryl-2diisostearate Dermol DGDIS 10.00 Diisostearoyl malate Schercemol DISM16.00 Phenyltrimethicone DC 556 10.00 Isononyl isononanoate Wickenol 15119.95 Dimethicone and trimethyl- DC 593 Fluid 10.00 Siloxysilicate PhaseB Polyamidodimethylsiloxane Example 3 according to 16.00 U.S. Pat. No. 5981 680 Phase C Pigments 3.05 Fillers 5.00

[0688] The composition was glossy, non tacky with a siliky feel and goodwear.

EXAMPLES 18, 19 & 20 Lipsticks

[0689] Ex. 18 Ex. 19 Ex. 20 Phase Ingredient Name Trade Name (% w/w) (%w/w) (% w/w) A Dimethicone DC 200 20 cST 40.00 40.00 39.04Polyglygeryl-2 Dermol DGDIS 50.00 50.00 40.00 Diisostearate Diisostearylmalate Schercemol — —  5.00 DISM B Polyamidodimethylsiloxane DP* = 10016.00 — — Example 3 according to U.S. Pat. No. 5 981 680Polyamidodimethylsiloxane DP8 = 100 — 10.00 16.00 prepared per U.S. Pat.No. 5 981 680 C Pigments — —  0.96

[0690] The compositions exhibited good hydration with excellent skinfeel.

[0691] The sticks of lipstick obtained had a diameter of 8.1 mm and ahardness of 135±2 gf measured using a “cheese wire”.

[0692] The stability of the compositions was tested using the testdescribed herein. The composition was found to have good stability inthat there was no exudation at room temperature (25° C.) and 47° C. for1 month.

EXAMPLE 21 Lipstick

[0693] silicone polyamide (polymerization degree 45)   20% phenyltrimethicone 66.3% (DC 556 ® DOW CORNING) hydrophobic silica (AerosilR972)   5% pigments qsp  100%

[0694] Procedure

[0695] Silica gel: the gel was prepared, with stirring in a Rayneristirrer at 60° C., using a hotplate, by introducing 5 g silicaportionwise into 53 g DC 556.

[0696] Ground pigmentary material: the pigments were mixed with 13.3 gDC 556 heated to 60° C.; the mixture was ground three times in athree-roll mill.

[0697] The silicone polyamide was solubilized (or dissolved) at 100°C.-110° C. in the ground pigmentary material, followed by addition ofthe Silica gel. The whole mixture was mixed using a deflocculatingturbomixer (Raynerie) and left stirring for 1 H 30 min. The productobtained was then cast in molds for lipsticks in stick form.

[0698] The sticks of lipstick obtained had a diameter of 8.1 mm and ahardness of 135±2 gf measured using a “cheese wire”.

[0699] The stability of the compositions was tested using the testdescribed herein. The composition was found to have good stability inthat there was no exudation at room temperature (25° C.) and 47° C. for1 month.

[0700] It is observed that a similar composition containing no silicaonly shows a hardness of 100±2 gf. This lipstick is easy to apply, nongreasy and shiny. It does not exude.

EXAMPLE 22 Foundation

[0701] In phase A, ingredients are mixed well and ground with aSilverson homogenizer at a speed of 6000 rpm.

[0702] Separately the phase B1 ingredients are heated to 80 to 85° C.with stirring for 10-15 minutes or until dissolution of thesiloxane-polyamide.

[0703] Phase A and B1 are then combined in the main beaker and mixedwell at 70 to 75° C.

[0704] Phase B2 is added to the main beaker and is mixed until uniform.

[0705] Disteardimonium Hectorite is added to the main beaker anddispersed well before adding rest of phase B3 ingredients.

[0706] Phase C is heated to 70 to 75° C. in a separate side beaker.Emulsification is carried out by adding phase C to main beaker andhomogenizing at medium/high speed.

[0707] The batch is cooled to room temperature with a paddle stirrer.PHASE INCI Name % w/w A Cyclopentasiloxane (and) dimethicone copolyol8.0 Polyglyceryl-4 isostearate (and) hexyl laurate (and) 3.5 cetylPEG/PPG-10/1 dimethicone Treated pigments 9.9 B1 Cyclopentasiloxane 26.1Silicone polyamide 3.0 B2 Polytrap/cyclopentasiloxane 1.0 MMA*Crosspolymer 4.0 Nylon-12 1.0 B3 Preservative 0.4 DisteardimoniumHectorite 0.6 Propylene Carbonate 0.2 C Water 40.0 Magnesium Sulfate 1.0Preservatives 0.7 Non ionic emulsifier 0.5 TOTAL 100.00

[0708] The foundation provides a smooth application with excellent slipand cushion, and excellent transfer-resistance after drying. It furthershows a very good water resistance.

EXAMPLE 23 Foundation

[0709] The composition is prepared as described in example 21. PHASEINCI Name % w/w A Cyclopentasiloxane (and) dimethicone copolyol 8.0Polyglyceryl-4 isostearate (and) hexyl laurate (and) 3.5 cetylPEG/PPG-10/1 dimethicone Treated pigments 9.9 B1 Volatile oil 16.1Silicone polyamide 1.0 Silicone-Acrylates 12.0 B2Polytrap/cyclopentasiloxane 1.0 MMA* Crosspolymer 4.0 Nylon-12 1.0 B3Preservative 0.4 Disteardimonium Hectorite 0.6 Propylene Carbonate 0.2 CWater 40.0 Magnesium Sulfate 1.0 Preservatives 0.2 Non ionic emulsifier0.5 TOTAL 100.00

[0710] The foundation provides a good application with cushion, goodtransfer-resistance after drying. The deposit shows very good waterresistance.

EXAMPLE 24 Lip Gloss

[0711] Ingredient Trade Name % w/w Film Former SA-70 from 3M 20.0Polyamidodimethylsiloxane¹ DC2-8179 8.0 Phenyltrimethicone DC 556 65.1Pigments 6.9

[0712] This composition was supple and elastic.

[0713] The film forming polymer is introduced under agitation with amagnetic stirrer after the rest of the formula has been heated. Thegloss is introduced into a container and applied using a sponge typeapplicator.

[0714] The composition exhibits better wear when compared with one notcontaining a film-forming polymer.

EXAMPLE 25 Foundation

[0715] In phase A, ingredients are mixed well and ground with aSilverson homogenizer at a speed of 6000 rpm.

[0716] Separately the phase B1 ingredients are heated to 80 to 85° C.with stirring for 10-15 minutes or until dissolution of thesiloxane-polyamide.

[0717] Phase A and B1 are then combined in the main beaker and mixedwell at 70 to 75° C.

[0718] Phase B2 is added to the main beaker and is mixed until uniform.

[0719] Disteardimonium Hectorite is added to the main beaker anddispersed well before adding rest of phase B3 ingredients.

[0720] Phase C is heated to 70 to 75° C. in a separate side beaker.Emulsification is carried out by adding phase C to main beaker andhomogenizing at medium/high speed.

[0721] The batch is cooled to room temperature with a paddle stirrer.PHASE INCI Name % w/w A Cyclopentasiloxane (and) dimethicone copolyol8.0 Polyglyceryl-4 isostearate (and) hexyl laurate 3.5 (and) cetylPEG/PPG-10/1 dimethicone Treated pigments 9.9 B1 Cyclopentasiloxane 16.1Polysiloxane/Polyamide 1.0 Slicone-Acrylates 12.0 B2 Fillers 6.0 B3Preservative 0.4 Disteardimonium Hectorite 0.6 Propylene Carbonate 0.2 CWater Qsp 100 Magnesium Sulfate 1.0 Preservative 0.7 Non ionicemulsifier 0.5 TOTAL 100.00

EXAMPLE 26 Foundation

[0722] The composition is prepared according to the same procedure asdescribed in example 25. Phase Ingredient Name % w/w ACyclopentasiloxane and Dimethicone Copolyol 8.00Polyglyceryl-4-isostearate and Hexyl Laurate and Cetyl 3.50 PEG/PPG-10/1Dimethicone2 Treated Pigments 9.90 B1 Volatile Oil 26.10 Siloxane basedpolyamide 2.00 TiO₂/Silicone-Acrylates 12.00 B2 Fillers 6.00 B3Preservative 0.40 Disteardimonium Hectorite 1.00 Propylene Carbonate0.30 C Water qsp Magnesium Sulfate 1.00 Preservatives 0.70 Laureth-40.50 100.00

EXAMPLE 27 Foundation

[0723] % Phase Trade Name INCI Name w/w A1 PERMETHYL 99A ISODODECANE26.80 DC 2-8179 NYLON-611/DIMETHICONE 0.50 GELLANT - COPOLYMER (DP =100) BATCH # 18841-9 A2 SR-1000 TRIMETHYLSILOXYSILICATE 5.00 ISOLAN GI34 POLYGLYCERYL-4 2.00 ISOSTEARATE ABIL EM 90 CETYL PEG/PPG-10/1 0.50DIMETHICONE BELSIL DMC 6038 BIS-PEG-15 METHYL ETHER 1.00 DIMETHICONEITT-Titanium ITT-Titanium Dioxide 10.00 Dioxide ITT-Iron Oxide -ITT-Iron Oxides 1.25 Yellow ITT-Iron Oxide - ITT-Iron Oxides (and) IronOxides 0.50 Red ITT-Iron Oxide - ITT-Iron Oxides (and) Iron Oxides 0.25Black B1 SUNSPHERE H 51 SILICA 3.00 MSS-500W SILICA 3.00 KSP-100 VINYL1.00 DIMETHICONE/METHICONE SILSESQUIOXANE CROSSPOLYMER B2 ButylparabenButylparaben 0.20 Betone 38V Disteardimonium Hectorite 1.40 CarbonatePropylene Propylene Carbonate 0.70 C Water Water 40.00 SODIUM SODIUMCHLORIDE 1.00 CHLORIDE HYDROLITE-5 PENTYLENE GLYCOL 0.50 SODIUM SODIUMDEHYDROACETATE 0.20 DEHYDRO- ACETATE MONOHYDRATE MethylparabenMethylparaben 0.20 BRIJ 30 Laureth-4 0.50 Phenoxyethanol Phenoxyethanol0.50 Total: 100.00

[0724] Preparation Procedure:

[0725] 1. Heat A1 at 85 to 90° C. for 15 minutes or until DC2-8179 isdissolved. Cool to room temperature.

[0726] 2. Mix phase A ingredients, grinding with Silverson at 6000 to7000 rpm for 30 to 40 minutes.

[0727] 3. Add phase B1 ingredients, one at a time, mix well withSilverson at about 6000 rpm.

[0728] 4. Add Butylparaben and Disteardimonium Hectorite, mixing withSilverson at 6000 rpm until good dispersion is obtained, then addpropylene carbonate, mix at 6000 to 7000 rpm for 10 to 15 minutes.

[0729] 5. Removed the main beaker from Silverson and transfer toHomogenizer. Warm the contents to 25 to 30° C.

[0730] 6. In separate beaker, heat phase C to 40 to 45° C. After it isuniform, cool to 25 to 30° C.

[0731] 7. Add phase C slowly to the main beaker at 25 to 30° C. to forman emulsion. Homogenize at 30% for 5 minutes.

EXAMPLE 28 Foundation

[0732] Phase Trade Name INCI Name % w/w A1 PERMETHYL 99A ISODODECANE28.50 DC 2-8179 GELLANT - NYLON-611/DIMETHICONE 1.00 BATCH # 18841-9COPOLYMER (DP = 100) PERMETHYL 101A ISOHEXADECANE 2.00 A2 SR-1000TRIMETHYLSILOXYSILICATE 6.00 ISOLAN GI 34 POLYGLYCERYL-4 ISOSTEARATE2.00 ABIL EM 90 CETYL PEG/PPG-10/1 0.50 DIMETHICONE BELSIL DMC 6038BIS-PEG-15 METHYL ETHER 1.00 DIMETHICONE ITT-Titanium DioxideITT-Titanium Dioxide 10.05 ITT-Iron Oxide - Yellow ITT-Iron Oxides 1.25ITT-Iron Oxide - Red ITT-Iron Oxides (and) Iron Oxides 0.45 ITT-IronOxide - Black ITT-Iron Oxides (and) Iron Oxides 0.25 B1 SUNSPHERE H 51SILICA 3.00 MSS-500W SILICA 3.00 KSP-100 VINYL DIMETHICONE/METHICONE1.00 SILSESQUIOXANE CROSSPOLYMER B2 Butylparaben Butylparaben 0.20Betone 38V Disteardimonium Hectorite 1.40 Propylene Carbonate PropyleneCarbonate 0.70 C Water Water 35.00 SODIUM CHLORIDE SODIUM CHLORIDE 1.00HYDROLITE-5 PENTYLENE GLYCOL 0.50 SODIUM SODIUM DEHYDROACETATE 0.20DEHYDROACETATE MONOHYDRATE Methylparaben Methylparaben 0.20 BRIJ 30Laureth-4 0.50 Phenoxyethanol Phenoxyethanol 0.30 Total: 100.00

[0733] Preparation Procedure:

[0734] 1. Heat A1 at 85 to 90° C. for 15 minutes or until DC2-8179 isdissolved. Cool to room temperature.

[0735] 2. Mix phase A ingredients, grinding with Silverson at 6000 to7000 rpm for 30 to 40 minutes.

[0736] 3. Add phase B1 ingredients, one at a time, mix well withSilverson at about 6000 rpm.

[0737] 4. Add Butylparaben and Disteardimonium Hectorite, mixing withSilverson at 6000 rpm until good dispersion is obtained, then addpropylene carbonate, mix at 6000 to 7000 rpm for 10 to 15 minutes.

[0738] 5. Removed the main beaker from Silverson and transfer toHomogenizer. Warm the contents to 25 to 30° C.

[0739] 6. In separate beaker, heat phase C to 40 to 45° C. After it isuniform, cool to 25 to 30° C.

[0740] 7. Add phase C slowly to the main beaker at 25 to 30° C. to forman emulsion. Homogenize at 30% for 5 minutes.

EXAMPLE 29 Foundation

[0741] Phase Trade Name INCI Name % w/w A1 PERMETHYL 99A ISODODECANE26.00 DC2-8179 PS/PA (DP-100) 0.50 A2 SR-1000 TRIMETHYLSILOXYSILICATE6.00 ISOLAN GI 34 POLYGLYCERYL-4 ISOSTEARATE 1.50 CETYL PEG/PPG-10/11.00 ABIL EM 90 DIMETHICONE BELSIL DMC 6038 BIS-PEG-15 METHYL ETHER 0.80DIMETHICONE ITT-Titanium Dioxide ITT-Titanium Dioxide 10.00 ITT-IronOxide - Yellow ITT-Iron Oxides 1.25 ITT-Iron Oxide - Red ITT-Iron Oxides(and) Iron Oxides 0.50 ITT-Iron Oxide - Black ITT-Iron Oxides (and) IronOxides 0.25 B1 SUNSPHERE H 51 SILICA 3.00 MSS-500W SILICA 3.00 KSP-100VINYL DIMETHICONE/METHICONE 1.00 SILSESQUIOXANE CROSSPOLYMER B2Butylparaben Butylparaben 0.20 Betone 38V Disteardimonium Hectorite 1.40Propylene Carbonate Propylene Carbonate 0.70 C Water Water 40.00 SODIUMCHLORIDE SODIUM CHLORIDE 1.00 HYDROLITE-5 PENTYLENE GLYCOL 0.50 SODIUMSODIUM DEHYDROACETATE 0.20 DEHYDROACETATE MONOHYDRATE MethylparabenMethylparaben 0.20 BRIJ 30 Laureth-4 0.50 Phenoxyethanol Phenoxyethanol0.50 Total: 100.00

[0742] Preparation Procedure:

[0743] 1. Heat Al at 85 to 90° C. for 15 minutes or until PS/PA isdissolved. Cool to room temperature.

[0744] 2. Mix phase A ingredients, grinding with Silverson at 6000 to7000 rpm for 30 to 40 minutes.

[0745] 3. Add phase B1 ingredients, one at a time, mix well withSilverson at about 6000 rpm.

[0746] 4. Add Butylparaben and Disteardimonium Hectorite, mixing withSilverson at 6000 rpm until good dispersion is obtained, then addpropylene carbonate, mix at 6000 to 7000 rpm for 10 to 15 minutes.

[0747] 5. Removed the main beaker from Silverson and transfer toHomogenizer. Warm the contents to 25 to 30° C.

[0748] 6. In separate beaker, heat phase C to 40 to 45° C. After it isuniform, cool to 25 to 30° C.

[0749] 7. Add phase C slowly to the main beaker at 25 to 30° C. to forman emulsion. Homogenize at 30% for 5 minutes.

EXAMPLE 30 Foundation

[0750] Phase Trade Name INCI Name % w/w A1 PERMETHYL 99A ISODODECANE27.30 DC2-8179 PS/PA (DP-100) 0.50 A2 SR-1000 TRIMETHYLSILOXYSILICATE5.00 ISOLAN GI 34 POLYGLYCERYL-4 ISOSTEARATE 2.00 BELSIL DMC 6038BIS-PEG-15 METHYL ETHER 1.00 DIMETHICONE ITT-Titanium DioxideITT-Titanium Dioxide 10.00 ITT-Iron Oxide - Yellow ITT-Iron Oxides 1.25ITT-Iron Oxide - Red ITT-Iron Oxides (and) Iron Oxides 0.50 ITT-IronOxide - Black ITT-Iron Oxides (and) Iron Oxides 0.25 B1 SUNSPHERE H 51SILICA 3.00 MSS-500W SILICA 3.00 KSP-100 VINYL DIMETHICONE/METHICONE1.00 SILSESQUIOXANE CROSSPOLYMER B2 Butylparaben Butylparaben 0.20Betone 38V Disteardimonium Hectorite 1.40 Propylene Carbonate PropyleneCarbonate 0.70 C Water Water 40.00 SODIUM CHLORIDE SODIUM CHLORIDE 1.00HYDROLITE-5 PENTYLENE GLYCOL 0.50 SODIUM SODIUM DEHYDROACETATE 0.20DEHYDROACETATE MONOHYDRATE Methylparaben Methylparaben 0.20 BRIJ 30Laureth-4 0.50 Phenoxyethanol Phenoxyethanol 0.50 Total: 100.00

[0751] Preparation Procedure:

[0752] 1. Heat A1 at 85 to 90° C. for 15 minutes or until PS/PA isdissolved. Cool to room temperature.

[0753] 2. Mix phase A ingredients, grinding with Silverson at 6000 to7000 rpm for 30 to 40 minutes.

[0754] 3. Add phase B1 ingredients, one at a time, mix well withSilverson at about 6000 rpm.

[0755] 4. Add Butylparaben and Disteardimonium Hectorite, mixing withSilverson at 6000 rpm until good dispersion is obtained, then addpropylene carbonate, mix at 6000 to 7000 rpm for 10 to 15 minutes.

[0756] 5. Removed the main beaker from Silverson and transfer toHomogenizer. Warm the contents to 25 to 30° C.

[0757] 6. In separate beaker, heat phase C to 40 to 45° C. After it isuniform, cool to 25 to 30° C.

[0758] 7. Add phase C slowly to the main beaker at 25 to 30° C. to forman emulsion. Homogenize at 30% for 5 minutes.

EXAMPLE 31 Foundation

[0759] Phase Trade Name INCI Name % w/w A1 PERMETHYL 99A ISODODECANE26.80 DC 2-8179 GELLANT - NYLON-611/DIMETHICONE 0.50 BATCH # 18841-9COPOLYMER (DP-100) A2 SR-1000 TRIMETHYLSILOXYSILICATE 5.00 ISOLAN GI 34POLYGLYCERYL-4 ISOSTEARATE 2.00 ABIL EM 90 CETYL PEG/PPG-10/1 0.50DIMETHICONE BELSIL DMC 6038 BIS-PEG-15 METHYL ETHER 1.00 DIMETHICONEITT-Titanium Dioxide ITT-Titanium Dioxide 10.00 ITT-Iron Oxide - YellowITT-Iron Oxides 1.25 ITT-Iron Oxide - Red ITT-Iron Oxides (and) IronOxides 0.50 ITT-Iron Oxide - Black ITT-Iron Oxides (and) Iron Oxides0.25 B1 SUNSPHERE H 51 SILICA 3.00 MSS-500W SILICA 3.00 KSP-100 VINYLDIMETHICONE/METHICONE 1.00 SILSESQUIOXANE CROSSPOLYMER B2 ButylparabenButylparaben 0.20 Betone 38V Disteardimonium Hectorite 1.40 PropyleneCarbonate Propylene Carbonate 0.70 C Water Water 40.00 SODIUM CHLORIDESODIUM CHLORIDE 1.00 HYDROLITE-5 PENTYLENE GLYCOL 0.50 SODIUM SODIUMDEHYDROACETATE 0.20 DEHYDROACETATE MONOHYDRATE MethylparabenMethylparaben 0.20 BRIJ 30 Laureth-4 0.50 Phenoxyethanol Phenoxyethanol0.50 Total: 100.00

[0760] Preparation Procedure:

[0761] 1. Heat A1 at 85 to 90° C. for 15 minutes or until DC2-8179 isdissolved. Cool to room temperature.

[0762] 2. Mix phase A ingredients, grinding with Silverson at 6000 to7000 rpm for 30 to 40 minutes.

[0763] 3. Add phase B1 ingredients, one at a time, mix well withSilverson at about 6000 rpm.

[0764] 4. Add Butylparaben and Disteardimonium Hectorite, mixing withSilverson at 6000 rpm until good dispersion is obtained, then addpropylene carbonate, mix at 6000 to 7000 rpm for 10 to 15 minutes.

[0765] 5. Removed the main beaker from Silverson and transfer toHomogenizer. Warm the contents to 25 to 30° C.

[0766] 6. In separate beaker, heat phase C to 40 to 45° C. After it isuniform, cool to 25 to 30° C.

[0767] 7. Add phase C slowly to the main beaker at 25 to 30° C. to forman emulsion. Homogenize at 30% for 5 minutes.

EXAMPLE 32 Foundation

[0768] Phase Trade Name INCI Name % w/w A1 PERMETHYL 99A ISODODECANE25.20 DC 2-8179 GELLANT - NYLON-611/DIMETHICONE 0.50 BATCH # 18841-9COPOLYMER (DP-100) PERMETHYL 101A ISOHEXADECANE 2.00 A2 SR-1000TRIMETHYLSILOXYSILICATE 6.00 ISOLAN GI 34 POLYGLYCERYL-4 ISOSTEARATE2.00 ABIL EM 90 CETYL PEG/PPG-10/1 0.50 DIMETHICONE BELSIL DMC 6038BIS-PEG-15 METHYL ETHER 0.80 DIMETHICONE X-22-8238 Isododecane (60%)(and) 3.50 ACRYLATES/DIMETHICONE COPOLYMER ITT-Titanium DioxideITT-Titanium Dioxide 10.34 ITT-Iron Oxide - Yellow ITT-Iron Oxides 1.10ITT-Iron Oxide - Red ITT-Iron Oxides (and) Iron Oxides 0.36 ITT-IronOxide - Black ITT-Iron Oxides (and) Iron Oxides 0.20 A3 SUNSPHERE H 51SILICA 3.00 MSS-500W SILICA 2.00 ORGASOL 2002 Nylon-12 1.00 KSP-100VINYL DIMETHICONE/METHICONE 1.00 SILSESQUIOXANE CROSSPOLYMER A4Butylparaben Butylparaben 0.20 Betone 38V Disteardimonium Hectorite 1.65Propylene Carbonate Propylene Carbonate 0.85 B Water Water 35.00 SODIUMCHLORIDE SODIUM CHLORIDE 1.00 HYDROLITE-5 PENTYLENE GLYCOL 0.50 SODIUMSODIUM DEHYDROACETATE 0.20 DEHYDROACETATE MONOHYDRATE MethylparabenMethylparaben 0.20 BRIJ 30 Laureth-4 0.50 Phenoxyethanol Phenoxyethanol0.40 Total: 100.00

[0769] Preparation Procedure:

[0770] 1. Heat A1 at 85 to 90° C. for 15 minutes or until DC2-8179 isdissolved. Cool to room temperature.

[0771] 2. Add phase A2 ingredients, grinding with Silverson at 6000 to7000 rpm for 60 minutes.

[0772] 3. Add phase A3 ingredients, one at a time, mix well withSilverson at about 6000 rpm.

[0773] 4. Add Butylparaben and Disteardimonium Hectorite, mixing withSilverson at 6000 rpm until good dispersion is obtained, then addpropylene carbonate, mix at 6000 to 7000 rpm for 10 to 15 minutes.

[0774] 5. Removed the main beaker from Silverson and transfer toHomogenizer. 6. In separate beaker, heat phase B to 50 to 55° C. Afterit is uniform, cool to 25 to 30° C.

[0775] 7. Add phase B slowly to the main beaker at 25 to 30° C. to forman emulsion. Homogenize at 30% for 5 minutes.

EXAMPLES 33 and 34 Lipsticks

[0776] Phase Trade Name INCI Name Ex. 33 Ex. 34 A PERMETHYL 99AISODODECANE 27.19 17.19 DC 200 1.5 cst dimethicone 10.00 SR 1000trimethylsyloxysilicate 22.00 22.00 DC 2-8179 GELLANT -NYLON-611/DIMETHICONE 7.50 7.50 BATCH # 18841-9 COPOLYMER (DP-100)Bentone gel ISD V DISTEARDIMONIUM 30.00 30.00 HECTORITE/isododecaneTHIXCIN R trihydroxystearin 0.50 0.50 Liquapar oil isopropylparaben,0.20 0.20 isobutylparaben B Black Iron Oxide Iron Oxides 0.24 0.24 FDCred 21 AI Lake red 21 Lake 1.83 1.83 DC Red 7 W Red 7 Lake 0.24 0.24Yellow Iron Oxide Iron Oxides 0.97 0.97 Red Iron Oxide Iron Oxides 1.831.83 MSS-500/3H silica 1.00 1.00 Aerosil R 972 Silica simethyl silylate0.50 0.50 C Flamenco Superpearl mica and titanium dioxide 3.00 3.00 120Cmica M mica 3.00 3.00 total = 100.00 100.00

[0777] Preparation Procedure:

[0778] 1. Combine Phase A ingredients in a beaker, then transfer thebeaker to a 90° C. oil bath and mix with a propeller mixer untiluniform.

[0779] 2. Combine Phase B ingredients together into Phase A, thentransfer the mixture to a Disconti Ball Mill and mill the mixture forabout 40 minutes.

[0780] 3. Transfer the mixture into a beaker, then add Phase Cingredients and mix with a propeller mixer at room temperature untiluniform.

[0781] 4. Transfer the resulting fluid to individual packages.

EXAMPLES 34 AND 35 Gelled Makeup

[0782] Phase Material Ex. 35 Ex. 36 Ingredient name A Dow Corning PS/PA7.00 7.00 Nylon-611/Dimethicone Copolymer copolymer (DC 2-8179 lot18841-9) Dow Corning PS/PA Nylon-611/Dimethicone Copolymer copolymer (DC2-8178) KSP-100 8.00 8.00 Vinyl dimethicone/methicone sissesquioxanecrosspolymer GP1/Inin 4% Dibutyl Lauryl glutamide/Isononyl isononanoateGP1 0.20 1.00 Dibutyl lauryl glutamide Dimethicone Copolyol Bis-PEG-15Methyl Ether Dimethicone Dimethicone Copolyol Shin-Etsu KF-6105,Polyglycerin modified silicone w/lauryl group Emerest 2452Polyglycerol-3-diisostearate Isononyl isononanoate 51.30 50.50 DC 200 @10 cst 2.00 2.00 Dimethicone B SNI TA 46R 7.66 7.66 Talc, HydrogenatedC12-18 Triglyceride, Methicone NAI treated Red C33-8075- 0.42 0.42 RedIron oxide, Disodium Stearoyl 10 Glutimate, Aluminum hydroxide NAItreated Yellow C33- 0.72 0.72 Iron Oxide yellow, Disodium Stearoyl8073-10 Glutimate, Aluminum hydroxide NAI treated blue C43-1810- 0.400.40 Ultramarine Blue, Disodium Stearoyl 10 Glutimate, Aluminumhydroxide NAI treated TiO2 C47-051-10 6.00 6.00 TiO2, Disodium StearoylGlutimate, Aluminum hydroxide TiO2 STT 65-S 5.00 5.00 Ultrafine TiO2,Isopropyl titanium triisostearate MMA cross polymer 11.30 11.30Ganzpearl GMX-0610 Total 100.00 100.00

[0783] Heat phase A components to 135° C. Cover and mix untilingredients are dissolved. Once phase A is dissolved, add 74275(KSP-100). Cool to 96-98° C. In a quart mason jar using an Osterizerblender, blend the dry phase B ([Si tr. Talc], [NAI tr red I.O.], [NAItr. Yellow I.O.], [NAI tr. U. Blue], [NAI tr. TiO2], [U.F. UltrafineTiO2] , [Luxsil], [Mica PHN]), powders). Blend for 1.5 minutes, scrapethe sides, then blend for an additional 1.5 minutes. Note: the volume inthe jar must be approx ⅓ full, usually approx. 100 g for adequate powdermixing. Once the batch has cooled to 96-98° C. add phase B. Blend withenough agitation to disperse pigment, but avoid aerating batch. For 5 to10 minutes. Decrease agitation to deair batch. A vacuum may be used.Drop the batch at 90-95° C. into pans.

What is claimed is:
 1. A composition comprising at least onesilicone-polyamide copolymer, at least one silicone film former, and atleast one volatile oil.
 2. The composition of claim 1, wherein at leastone of said silicone film formers is a silsesquioxane.
 3. Thecomposition of claim 2, wherein at least one of said silicone filmformers is a polyalkylsilsesquioxane.
 4. The composition of claim 3,wherein at least one of said silicone film formers is apolymethylsilsesquioxane.
 5. The composition of claim 1, wherein atleast one of said silicone film formers is a siloxysilicate.
 6. Thecomposition of claim 5, wherein at least one of said silicone filmformers is a trialkylsiloxysilicate.
 7. The composition of claim 6,wherein at least one of said silicone film formers is atrimethylsiloxysilicate.
 8. The composition of claim 1, furthercomprising pigments.
 9. The composition of claim 2, further comprisingpigments.
 10. The composition of claim 3, further comprising pigments.11. The composition of claim 4, further comprising pigments.
 12. Thecomposition of claim 5, further comprising pigments.
 13. The compositionof claim 6, further comprising pigments.
 14. The composition of claim 7,further comprising pigments.
 15. The composition of claim 8, whereinsaid composition is in the form of a lip composition or a foundation.16. The composition of claim 9, wherein said composition is in the formof a lip composition or a foundation.
 17. The composition of claim 10,wherein said composition is in the form of a lip composition or afoundation.
 18. The composition of claim 11, wherein said composition isin the form of a lip composition or a foundation.
 19. The composition ofclaim 12, wherein said composition is in the form of a lip compositionor a foundation.
 20. The composition of claim 13, wherein saidcomposition is in the form of a lip composition or a foundation.
 21. Thecomposition of claim 14, wherein said composition is in the form of alip composition or a foundation.
 22. The composition of claim 1, whereinsaid volatile oil is a volatile hydrocarbon oil.
 23. The composition ofclaim 2, wherein said volatile oil is a volatile hydrocarbon oil. 24.The composition of claim 3, wherein said volatile oil is a volatilehydrocarbon oil.
 25. The composition of claim 4, wherein said volatileoil is a volatile hydrocarbon oil.
 26. The composition of claim 5,wherein said volatile oil is a volatile hydrocarbon oil.
 27. Thecomposition of claim 6, wherein said volatile oil is a volatilehydrocarbon oil.
 28. The composition of claim 7, wherein said volatileoil is a volatile hydrocarbon oil.
 29. The composition of claim 22,wherein said volatile oil is isododecane.
 30. The composition of claim23, wherein said volatile oil is isododecane.
 31. The composition ofclaim 24, wherein said volatile oil is isododecane.
 32. The compositionof claim 25, wherein said volatile oil is isododecane.
 33. Thecomposition of claim 26, wherein said volatile oil is isododecane. 34.The composition of claim 27, wherein said volatile oil is isododecane.35. The composition of claim 1, wherein said silicone film former ispresent in an amount ranging from about 1% to about 15% by weightrelative to the total weight of the composition.
 36. The composition ofclaim 2, wherein said silicone film former is present in an amountranging from about 1% to about 15% by weight relative to the totalweight of the composition.
 37. The composition of claim 3, wherein saidsilicone film former is present in an amount ranging from about 1% toabout 15% by weight relative to the total weight of the composition. 38.The composition of claim 4, wherein said silicone film former is presentin an amount ranging from about 1% to about 15% by weight relative tothe total weight of the composition.
 39. The composition of claim 5,wherein said silicone film former is present in an amount ranging fromabout 1% to about 15% by weight relative to the total weight of thecomposition.
 40. The composition of claim 6, wherein said silicone filmformer is present in an amount ranging from about 1% to about 15% byweight relative to the total weight of the composition.
 41. Thecomposition of claim 7, wherein said silicone film former is present inan amount ranging from about 1% to about 15% by weight relative to thetotal weight of the composition.
 42. The composition of claim 1, whereinsaid at least one silicone-polyamide copolymer is present in an amountranging from about 0.5% to about 10% by weight relative to the totalweight of the composition.
 43. The composition of claim 2, wherein saidat least one silicone-polyamide copolymer is present in an amountranging from about 0.5% to about 10% by weight relative to the totalweight of the composition.
 44. The composition of claim 3, wherein saidat least one silicone-polyamide copolymer is present in an amountranging from about 0.5% to about 10% by weight relative to the totalweight of the composition.
 45. The composition of claim 4, wherein saidat least one silicone-polyamide copolymer is present in an amountranging from about 0.5% to about 10% by weight relative to the totalweight of the composition.
 46. The composition of claim 5, wherein saidat least one silicone-polyamide copolymer is present in an amountranging from about 0.5% to about 10% by weight relative to the totalweight of the composition.
 47. The composition of claim 6, wherein saidat least one silicone-polyamide copolymer is present in an amountranging from about 0.5% to about 10% by weight relative to the totalweight of the composition.
 48. The composition of claim 7, wherein saidat least one silicone-polyamide copolymer is present in an amountranging from about 0.5% to about 10% by weight relative to the totalweight of the composition.
 49. The composition of claim 1, wherein saidat least one silicone-polyamide copolymer is a Nylon-611/dimethiconecopolymer.
 50. The composition of claim 2, wherein said at least onesilicone-polyamide copolymer is a Nylon-611/dimethicone copolymer. 51.The composition of claim 3, wherein said at least one silicone-polyamidecopolymer is a Nylon-611/dimethicone copolymer.
 52. The composition ofclaim 4, wherein said at least one silicone-polyamide copolymer is aNylon-611/dimethicone copolymer.
 53. The composition of claim 5, whereinsaid at least one silicone-polyamide copolymer is aNylon-611/dimethicone copolymer.
 54. The composition of claim 6, whereinsaid at least one silicone-polyamide copolymer is aNylon-611/dimethicone copolymer.
 55. The composition of claim 7, whereinsaid at least one silicone-polyamide copolymer is aNylon-611/dimethicone copolymer.
 56. The composition of claim 1, whereinthe composition is anhydrous.
 57. The composition of claim 56, whereinthe at least one of said silicone film formers is a silsesquioxane. 58.The composition of claim 56, wherein the at least one of said siliconefilm formers is a siloxysilicate.
 59. The composition of claim 56, whichfurther comprises pigments.
 60. The composition of claim 56, which is inthe form of a lip composition or a foundation.
 61. The composition ofclaim 56, wherein the volatile oil is a volatile hydrocarbon oil. 62.The composition of claim 61, wherein the volatile oil is isododecane.63. The composition of claim 56, wherein the silicone film former ispresent in an amount ranging from about 1% to about 15% by weightrelative to the total weight of the composition.
 64. The composition ofclaim 56, wherein the at least one silicone-polyamide copolymer ispresent in an amount ranging from about 0.5% to about 10% by weightrelative to the total weight of the composition.
 65. The composition ofclaim 1, which is in the form of an emulsion.
 66. The composition ofclaim 65, wherein the at least one of said silicone film formers is asilsesquixoane.
 67. The composition of claim 65, wherein the at leastone of said silicone film formers is a siloxysilicate.
 68. Thecomposition of claim 65, which further comprises pigments.
 69. Thecomposition of claim 65, which is in the form of a lip composition,foundation or mascara.
 70. The composition of claim 65, wherein thevolatile oil is a volatile hydrocarbon oil.
 71. The composition of claim70, wherein the volatile oil is isododecane.
 72. The composition ofclaim 65, wherein the silicone film former is present in an amountranging from about 1% to about 15% by weight relative to the totalweight of the composition.
 73. The composition of claim 65, wherein theat least one silicone-polyamide copolymer is present in an amountranging from about 0.5% to about 10% by weight relative to the totalweight of the composition.